Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cnc(Nc2cnn(C3CCN(C)CC3)c2)nc1CCc1ccccc1C1(C(N)=O)CC1
InChiKey
HSBIEJWYEOZFNZ-UHFFFAOYSA-N
Route Signature
664d4add4ab9b6f489b345ed78f65a98190b5063e85904c805f1dc5dc001551b
Synthesis route with 9 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_73ebf93fe7bfbbe8b00f8034",
"signature": "664d4add4ab9b6f489b345ed78f65a98190b5063e85904c805f1dc5dc001551b",
"contentHash": "e22d3c43e983763c55815234fc481c9b255ca02d9b4a78b33027918fec86d291",
"length": 9,
"isConvergent": false
},
"target": {
"id": "sa_8c8d8f47552ffc45a9c09968",
"benchmarkSetId": "a82783729b577c36f2e09a2b6fdd55ae9542aed5546571d67ef9cb74dc21f70a",
"targetId": "n1-00013",
"moleculeId": "sa_05dc086fdd08dcd3d8e42715",
"smiles": "Cc1cnc(Nc2cnn(C3CCN(C)CC3)c2)nc1CCc1ccccc1C1(C(N)=O)CC1",
"routeLength": 9,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_05dc086fdd08dcd3d8e42715",
"inchikey": "HSBIEJWYEOZFNZ-UHFFFAOYSA-N",
"smiles": "Cc1cnc(Nc2cnn(C3CCN(C)CC3)c2)nc1CCc1ccccc1C1(C(N)=O)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16911",
"routeId": "sa_73ebf93fe7bfbbe8b00f8034",
"moleculeId": "sa_05dc086fdd08dcd3d8e42715",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_05dc086fdd08dcd3d8e42715",
"inchikey": "HSBIEJWYEOZFNZ-UHFFFAOYSA-N",
"smiles": "Cc1cnc(Nc2cnn(C3CCN(C)CC3)c2)nc1CCc1ccccc1C1(C(N)=O)CC1"
},
"smiles": "Cc1cnc(Nc2cnn(C3CCN(C)CC3)c2)nc1CCc1ccccc1C1(C(N)=O)CC1",
"reactionStepId": "sa_1e9ed1275f038b606e66abb4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09238644B2;0924;1718067\",\"rsmi\":\"O=[CH2:14].[CH3:1][c:2]1[cH:3][n:4][c:5]([NH:6][c:7]2[cH:8][n:9]([CH:10]3[CH2:11][CH2:12][NH:13][CH2:15][CH2:16]3)[n:17][cH:18]2)[n:19][c:20]1[CH2:21][CH2:22][c:23]1[c:24]([C:25]2([C:26]([NH2:27])=[O:28])[CH2:29][CH2:30]2)[cH:31][cH:32][cH:33][cH:34]1>CC(=O)OB(OC(C)=O)OC(C)=O.CO.[Na+]>[CH3:1][c:2]1[cH:3][n:4][c:5]([NH:6][c:7]2[cH:8][n:9]([CH:10]3[CH2:11][CH2:12][N:13]([CH3:14])[CH2:15][CH2:16]3)[n:17][cH:18]2)[n:19][c:20]1[CH2:21][CH2:22][c:23]1[c:24]([C:25]2([C:26]([NH2:27])=[O:28])[CH2:29][CH2:30]2)[cH:31][cH:32][cH:33][cH:34]1\"},\"mapped_reaction_smiles\":\"O=[CH2:14].[CH3:1][c:2]1[cH:3][n:4][c:5]([NH:6][c:7]2[cH:8][n:9]([CH:10]3[CH2:11][CH2:12][NH:13][CH2:15][CH2:16]3)[n:17][cH:18]2)[n:19][c:20]1[CH2:21][CH2:22][c:23]1[c:24]([C:25]2([C:26]([NH2:27])=[O:28])[CH2:29][CH2:30]2)[cH:31][cH:32][cH:33][cH:34]1>CC(=O)OB(OC(C)=O)OC(C)=O.CO.[Na+]>[CH3:1][c:2]1[cH:3][n:4][c:5]([NH:6][c:7]2[cH:8][n:9]([CH:10]3[CH2:11][CH2:12][N:13]([CH3:14])[CH2:15][CH2:16]3)[n:17][cH:18]2)[n:19][c:20]1[CH2:21][CH2:22][c:23]1[c:24]([C:25]2([C:26]([NH2:27])=[O:28])[CH2:29][CH2:30]2)[cH:31][cH:32][cH:33][cH:34]1\"}",
"reactionStep": {
"id": "sa_1e9ed1275f038b606e66abb4",
"reactionHash": "5cd4b71d3ba34f2e8cce21e17946bf44bca9d5752b310e485dc6ffbac2a17c32"
},
"children": [
{
"id": "16912",
"routeId": "sa_73ebf93fe7bfbbe8b00f8034",
"moleculeId": "sa_1667fa551cd59f01e6897db4",
"parentId": "16911",
"isLeaf": false,
"molecule": {
"id": "sa_1667fa551cd59f01e6897db4",
"inchikey": "KNDOUBGAYJWPFV-UHFFFAOYSA-N",
"smiles": "Cc1cnc(Nc2cnn(C3CCNCC3)c2)nc1CCc1ccccc1C1(C(N)=O)CC1"
},
"smiles": "Cc1cnc(Nc2cnn(C3CCNCC3)c2)nc1CCc1ccccc1C1(C(N)=O)CC1",
"reactionStepId": "sa_116d492c9a551065974833ec",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09238644B2;0923;1718066\",\"rsmi\":\"CC(C)(C)OC(=O)[N:13]1[CH2:12][CH2:11][CH:10]([n:9]2[cH:8][c:7]([NH:6][c:5]3[n:4][cH:3][c:2]([CH3:1])[c:19]([CH2:20][CH2:21][c:22]4[c:23]([C:24]5([C:25]([NH2:26])=[O:27])[CH2:28][CH2:29]5)[cH:30][cH:31][cH:32][cH:33]4)[n:18]3)[cH:17][n:16]2)[CH2:15][CH2:14]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][c:2]1[cH:3][n:4][c:5]([NH:6][c:7]2[cH:8][n:9]([CH:10]3[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]3)[n:16][cH:17]2)[n:18][c:19]1[CH2:20][CH2:21][c:22]1[c:23]([C:24]2([C:25]([NH2:26])=[O:27])[CH2:28][CH2:29]2)[cH:30][cH:31][cH:32][cH:33]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:13]1[CH2:12][CH2:11][CH:10]([n:9]2[cH:8][c:7]([NH:6][c:5]3[n:4][cH:3][c:2]([CH3:1])[c:19]([CH2:20][CH2:21][c:22]4[c:23]([C:24]5([C:25]([NH2:26])=[O:27])[CH2:28][CH2:29]5)[cH:30][cH:31][cH:32][cH:33]4)[n:18]3)[cH:17][n:16]2)[CH2:15][CH2:14]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][c:2]1[cH:3][n:4][c:5]([NH:6][c:7]2[cH:8][n:9]([CH:10]3[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]3)[n:16][cH:17]2)[n:18][c:19]1[CH2:20][CH2:21][c:22]1[c:23]([C:24]2([C:25]([NH2:26])=[O:27])[CH2:28][CH2:29]2)[cH:30][cH:31][cH:32][cH:33]1\"}",
"reactionStep": {
"id": "sa_116d492c9a551065974833ec",
"reactionHash": "2ecab21daaf0ce19e902cd2faf8ebd403d27ea4e29eaffbde11936c5e85fda72"
},
"children": [
{
"id": "16913",
"routeId": "sa_73ebf93fe7bfbbe8b00f8034",
"moleculeId": "sa_e6f560cc0323c990ae33a4cb",
"parentId": "16912",
"isLeaf": false,
"molecule": {
"id": "sa_e6f560cc0323c990ae33a4cb",
"inchikey": "VNPUVKAENIJBPA-UHFFFAOYSA-N",
"smiles": "Cc1cnc(Nc2cnn(C3CCN(C(=O)OC(C)(C)C)CC3)c2)nc1CCc1ccccc1C1(C(N)=O)CC1"
},
"smiles": "Cc1cnc(Nc2cnn(C3CCN(C(=O)OC(C)(C)C)CC3)c2)nc1CCc1ccccc1C1(C(N)=O)CC1",
"reactionStepId": "sa_e986cc07722bc920025cf8a3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09238644B2;0922;1718065\",\"rsmi\":\"Cl[c:5]1[n:4][cH:3][c:2]([CH3:1])[c:26]([CH2:27][CH2:28][c:29]2[c:30]([C:31]3([C:32]([NH2:33])=[O:34])[CH2:35][CH2:36]3)[cH:37][cH:38][cH:39][cH:40]2)[n:25]1.[NH2:6][c:7]1[cH:8][n:9]([CH:10]2[CH2:11][CH2:12][N:13]([C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[CH2:21][CH2:22]2)[n:23][cH:24]1>C1COCCO1.CC(=O)O.CC(=O)O.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.O=C(O)O.[Cs+].[Cs+].[Pd+2]>[CH3:1][c:2]1[cH:3][n:4][c:5]([NH:6][c:7]2[cH:8][n:9]([CH:10]3[CH2:11][CH2:12][N:13]([C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[CH2:21][CH2:22]3)[n:23][cH:24]2)[n:25][c:26]1[CH2:27][CH2:28][c:29]1[c:30]([C:31]2([C:32]([NH2:33])=[O:34])[CH2:35][CH2:36]2)[cH:37][cH:38][cH:39][cH:40]1\"},\"mapped_reaction_smiles\":\"Cl[c:5]1[n:4][cH:3][c:2]([CH3:1])[c:26]([CH2:27][CH2:28][c:29]2[c:30]([C:31]3([C:32]([NH2:33])=[O:34])[CH2:35][CH2:36]3)[cH:37][cH:38][cH:39][cH:40]2)[n:25]1.[NH2:6][c:7]1[cH:8][n:9]([CH:10]2[CH2:11][CH2:12][N:13]([C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[CH2:21][CH2:22]2)[n:23][cH:24]1>C1COCCO1.CC(=O)O.CC(=O)O.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.O=C(O)O.[Cs+].[Cs+].[Pd+2]>[CH3:1][c:2]1[cH:3][n:4][c:5]([NH:6][c:7]2[cH:8][n:9]([CH:10]3[CH2:11][CH2:12][N:13]([C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[CH2:21][CH2:22]3)[n:23][cH:24]2)[n:25][c:26]1[CH2:27][CH2:28][c:29]1[c:30]([C:31]2([C:32]([NH2:33])=[O:34])[CH2:35][CH2:36]2)[cH:37][cH:38][cH:39][cH:40]1\"}",
"reactionStep": {
"id": "sa_e986cc07722bc920025cf8a3",
"reactionHash": "ede500738f175616a2a4cd3d7dc05792a52c4d2c41b4f32c503808bef7c1fca1"
},
"children": [
{
"id": "16914",
"routeId": "sa_73ebf93fe7bfbbe8b00f8034",
"moleculeId": "sa_664fe85bcca3cfe4618cee64",
"parentId": "16913",
"isLeaf": true,
"molecule": {
"id": "sa_664fe85bcca3cfe4618cee64",
"inchikey": "TVJWTRPGFVNAJI-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(n2cc(N)cn2)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(n2cc(N)cn2)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16915",
"routeId": "sa_73ebf93fe7bfbbe8b00f8034",
"moleculeId": "sa_99eff6621a4005dfb9e80b35",
"parentId": "16913",
"isLeaf": false,
"molecule": {
"id": "sa_99eff6621a4005dfb9e80b35",
"inchikey": "XDAWMPRIVFBFRB-UHFFFAOYSA-N",
"smiles": "Cc1cnc(Cl)nc1CCc1ccccc1C1(C(N)=O)CC1"
},
"smiles": "Cc1cnc(Cl)nc1CCc1ccccc1C1(C(N)=O)CC1",
"reactionStepId": "sa_ad221b369e164db8d9d07012",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09238644B2;0915;1718062\",\"rsmi\":\"[CH3:1][c:2]1[cH:3][n:4][c:5]([Cl:6])[n:7][c:8]1[C:9]#[C:10][c:11]1[c:12]([C:13]2([C:14]([NH2:15])=[O:16])[CH2:17][CH2:18]2)[cH:19][cH:20][cH:21][cH:22]1>CN(C)C=O.CO.O=[Pt]=O>[CH3:1][c:2]1[cH:3][n:4][c:5]([Cl:6])[n:7][c:8]1[CH2:9][CH2:10][c:11]1[c:12]([C:13]2([C:14]([NH2:15])=[O:16])[CH2:17][CH2:18]2)[cH:19][cH:20][cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"[CH3:1][c:2]1[cH:3][n:4][c:5]([Cl:6])[n:7][c:8]1[C:9]#[C:10][c:11]1[c:12]([C:13]2([C:14]([NH2:15])=[O:16])[CH2:17][CH2:18]2)[cH:19][cH:20][cH:21][cH:22]1>CN(C)C=O.CO.O=[Pt]=O>[CH3:1][c:2]1[cH:3][n:4][c:5]([Cl:6])[n:7][c:8]1[CH2:9][CH2:10][c:11]1[c:12]([C:13]2([C:14]([NH2:15])=[O:16])[CH2:17][CH2:18]2)[cH:19][cH:20][cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_ad221b369e164db8d9d07012",
"reactionHash": "1f4261b5afc98ae32d27d2c67ad5539b56f80e61e8809c1cccd45618b693002f"
},
"children": [
{
"id": "16916",
"routeId": "sa_73ebf93fe7bfbbe8b00f8034",
"moleculeId": "sa_7ff07dfd1bc54ba7b226d1dd",
"parentId": "16915",
"isLeaf": false,
"molecule": {
"id": "sa_7ff07dfd1bc54ba7b226d1dd",
"inchikey": "QBNNAURFNZGXSK-UHFFFAOYSA-N",
"smiles": "Cc1cnc(Cl)nc1C#Cc1ccccc1C1(C(N)=O)CC1"
},
"smiles": "Cc1cnc(Cl)nc1C#Cc1ccccc1C1(C(N)=O)CC1",
"reactionStepId": "sa_a057a0cacad3a7bffff0cbc4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09238644B2;0914;1718061\",\"rsmi\":\"Cl[c:8]1[c:2]([CH3:1])[cH:3][n:4][c:5]([Cl:6])[n:7]1.[CH:9]#[C:10][c:11]1[c:12]([C:13]2([C:14]([NH2:15])=[O:16])[CH2:17][CH2:18]2)[cH:19][cH:20][cH:21][cH:22]1>C1COCCO1.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.[Cu]I>[CH3:1][c:2]1[cH:3][n:4][c:5]([Cl:6])[n:7][c:8]1[C:9]#[C:10][c:11]1[c:12]([C:13]2([C:14]([NH2:15])=[O:16])[CH2:17][CH2:18]2)[cH:19][cH:20][cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"Cl[c:8]1[c:2]([CH3:1])[cH:3][n:4][c:5]([Cl:6])[n:7]1.[CH:9]#[C:10][c:11]1[c:12]([C:13]2([C:14]([NH2:15])=[O:16])[CH2:17][CH2:18]2)[cH:19][cH:20][cH:21][cH:22]1>C1COCCO1.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.[Cu]I>[CH3:1][c:2]1[cH:3][n:4][c:5]([Cl:6])[n:7][c:8]1[C:9]#[C:10][c:11]1[c:12]([C:13]2([C:14]([NH2:15])=[O:16])[CH2:17][CH2:18]2)[cH:19][cH:20][cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_a057a0cacad3a7bffff0cbc4",
"reactionHash": "a4223970422a309be1c5e1bb1df9e07dbaa00b74093d44d24f0c84374e9e8479"
},
"children": [
{
"id": "16917",
"routeId": "sa_73ebf93fe7bfbbe8b00f8034",
"moleculeId": "sa_5f89137d64f6090cadbb5e3d",
"parentId": "16916",
"isLeaf": true,
"molecule": {
"id": "sa_5f89137d64f6090cadbb5e3d",
"inchikey": "DQXNTSXKIUZJJS-UHFFFAOYSA-N",
"smiles": "Cc1cnc(Cl)nc1Cl"
},
"smiles": "Cc1cnc(Cl)nc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16918",
"routeId": "sa_73ebf93fe7bfbbe8b00f8034",
"moleculeId": "sa_2cedcb11d279c9bf179733b2",
"parentId": "16916",
"isLeaf": false,
"molecule": {
"id": "sa_2cedcb11d279c9bf179733b2",
"inchikey": "MUWHLDOWBATGDG-UHFFFAOYSA-N",
"smiles": "C#Cc1ccccc1C1(C(N)=O)CC1"
},
"smiles": "C#Cc1ccccc1C1(C(N)=O)CC1",
"reactionStepId": "sa_9ec21a5d0330d3a64472d169",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09238644B2;0768;1717980\",\"rsmi\":\"C[Si](C)(C)[C:1]#[C:2][c:3]1[c:4]([C:5]2([C:6]([NH2:7])=[O:8])[CH2:9][CH2:10]2)[cH:11][cH:12][cH:13][cH:14]1>C1CCOC1.CC(=O)O.CCCC[N+](CCCC)(CCCC)CCCC.ClCCl.O.F>[CH:1]#[C:2][c:3]1[c:4]([C:5]2([C:6]([NH2:7])=[O:8])[CH2:9][CH2:10]2)[cH:11][cH:12][cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"C[Si](C)(C)[C:1]#[C:2][c:3]1[c:4]([C:5]2([C:6]([NH2:7])=[O:8])[CH2:9][CH2:10]2)[cH:11][cH:12][cH:13][cH:14]1>C1CCOC1.CC(=O)O.CCCC[N+](CCCC)(CCCC)CCCC.ClCCl.O.F>[CH:1]#[C:2][c:3]1[c:4]([C:5]2([C:6]([NH2:7])=[O:8])[CH2:9][CH2:10]2)[cH:11][cH:12][cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_9ec21a5d0330d3a64472d169",
"reactionHash": "74981807f5f69197823b51c0e550d1ea2a5ce7274c6a15822bf3386132f10825"
},
"children": [
{
"id": "16919",
"routeId": "sa_73ebf93fe7bfbbe8b00f8034",
"moleculeId": "sa_ba64d86f1a6a4c2c57c72ec1",
"parentId": "16918",
"isLeaf": false,
"molecule": {
"id": "sa_ba64d86f1a6a4c2c57c72ec1",
"inchikey": "ZJJYRNPGAMJCMV-UHFFFAOYSA-N",
"smiles": "C[Si](C)(C)C#Cc1ccccc1C1(C(N)=O)CC1"
},
"smiles": "C[Si](C)(C)C#Cc1ccccc1C1(C(N)=O)CC1",
"reactionStepId": "sa_fba6a78bd904a986570fc938",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09238644B2;0767;1717979\",\"rsmi\":\"I[c:7]1[c:8]([C:9]2([C:10]([NH2:11])=[O:12])[CH2:13][CH2:14]2)[cH:15][cH:16][cH:17][cH:18]1.[CH3:1][Si:2]([CH3:3])([CH3:4])[C:5]#[CH:6]>CN(C)C=O.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.F[B-](F)(F)F.[Cu]I>[CH3:1][Si:2]([CH3:3])([CH3:4])[C:5]#[C:6][c:7]1[c:8]([C:9]2([C:10]([NH2:11])=[O:12])[CH2:13][CH2:14]2)[cH:15][cH:16][cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"I[c:7]1[c:8]([C:9]2([C:10]([NH2:11])=[O:12])[CH2:13][CH2:14]2)[cH:15][cH:16][cH:17][cH:18]1.[CH3:1][Si:2]([CH3:3])([CH3:4])[C:5]#[CH:6]>CN(C)C=O.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.F[B-](F)(F)F.[Cu]I>[CH3:1][Si:2]([CH3:3])([CH3:4])[C:5]#[C:6][c:7]1[c:8]([C:9]2([C:10]([NH2:11])=[O:12])[CH2:13][CH2:14]2)[cH:15][cH:16][cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_fba6a78bd904a986570fc938",
"reactionHash": "2cbbd3dbd077862e11c096cc8d0c266e8c9152123c0924c001c95ccdddf16607"
},
"children": [
{
"id": "16920",
"routeId": "sa_73ebf93fe7bfbbe8b00f8034",
"moleculeId": "sa_95a9277ba0d873f43bb42b7f",
"parentId": "16919",
"isLeaf": true,
"molecule": {
"id": "sa_95a9277ba0d873f43bb42b7f",
"inchikey": "CWMFRHBXRUITQE-UHFFFAOYSA-N",
"smiles": "C#C[Si](C)(C)C"
},
"smiles": "C#C[Si](C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16921",
"routeId": "sa_73ebf93fe7bfbbe8b00f8034",
"moleculeId": "sa_325ee146b2ec3b47ba1762c2",
"parentId": "16919",
"isLeaf": false,
"molecule": {
"id": "sa_325ee146b2ec3b47ba1762c2",
"inchikey": "YRWWVMSYXOMSNH-UHFFFAOYSA-N",
"smiles": "NC(=O)C1(c2ccccc2I)CC1"
},
"smiles": "NC(=O)C1(c2ccccc2I)CC1",
"reactionStepId": "sa_33eddd43fde1d911ed1b9919",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09238644B2;0766;1717978\",\"rsmi\":\"O[C:2](=[O:3])[C:4]1([c:5]2[c:6]([I:7])[cH:8][cH:9][cH:10][cH:11]2)[CH2:12][CH2:13]1.[NH3:1]>C1CCOC1.CCN(CC)CC.CCN=C=NCCCN(C)C.CN(C)C=O.Cl.Cl.O=C(O)O.On1nnc2ccccc21.N>[NH2:1][C:2](=[O:3])[C:4]1([c:5]2[c:6]([I:7])[cH:8][cH:9][cH:10][cH:11]2)[CH2:12][CH2:13]1\"},\"mapped_reaction_smiles\":\"O[C:2](=[O:3])[C:4]1([c:5]2[c:6]([I:7])[cH:8][cH:9][cH:10][cH:11]2)[CH2:12][CH2:13]1.[NH3:1]>C1CCOC1.CCN(CC)CC.CCN=C=NCCCN(C)C.CN(C)C=O.Cl.Cl.O=C(O)O.On1nnc2ccccc21.N>[NH2:1][C:2](=[O:3])[C:4]1([c:5]2[c:6]([I:7])[cH:8][cH:9][cH:10][cH:11]2)[CH2:12][CH2:13]1\"}",
"reactionStep": {
"id": "sa_33eddd43fde1d911ed1b9919",
"reactionHash": "06011b0a6d0b3f300f8cc31bca349c5102d79b89b795cb8c73abd7ec115b0046"
},
"children": [
{
"id": "16922",
"routeId": "sa_73ebf93fe7bfbbe8b00f8034",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "16921",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16923",
"routeId": "sa_73ebf93fe7bfbbe8b00f8034",
"moleculeId": "sa_6d1a95aa567c3bab552985fd",
"parentId": "16921",
"isLeaf": false,
"molecule": {
"id": "sa_6d1a95aa567c3bab552985fd",
"inchikey": "SPKWYBISQDBMIA-UHFFFAOYSA-N",
"smiles": "O=C(O)C1(c2ccccc2I)CC1"
},
"smiles": "O=C(O)C1(c2ccccc2I)CC1",
"reactionStepId": "sa_721d5704cb2bbe41ad54777d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09238644B2;0765;1717977\",\"rsmi\":\"I[I:7].[O:1]=[C:2]([OH:3])[C:4]1([c:5]2[cH:6][cH:8][cH:9][cH:10][cH:11]2)[CH2:12][CH2:13]1>CC(=O)O[IH2](OC(C)=O)c1ccccc1.CC(=O)O.CC(=O)O.CN(C)C=O.[Al].[Pd+2]>[O:1]=[C:2]([OH:3])[C:4]1([c:5]2[c:6]([I:7])[cH:8][cH:9][cH:10][cH:11]2)[CH2:12][CH2:13]1\"},\"mapped_reaction_smiles\":\"I[I:7].[O:1]=[C:2]([OH:3])[C:4]1([c:5]2[cH:6][cH:8][cH:9][cH:10][cH:11]2)[CH2:12][CH2:13]1>CC(=O)O[IH2](OC(C)=O)c1ccccc1.CC(=O)O.CC(=O)O.CN(C)C=O.[Al].[Pd+2]>[O:1]=[C:2]([OH:3])[C:4]1([c:5]2[c:6]([I:7])[cH:8][cH:9][cH:10][cH:11]2)[CH2:12][CH2:13]1\"}",
"reactionStep": {
"id": "sa_721d5704cb2bbe41ad54777d",
"reactionHash": "0245c4e440a54227a7f0ce0b30b246a7c489b0a6491fad79037d978f8d43d14c"
},
"children": [
{
"id": "16924",
"routeId": "sa_73ebf93fe7bfbbe8b00f8034",
"moleculeId": "sa_4dcf6963f81d3dcd5497b544",
"parentId": "16923",
"isLeaf": true,
"molecule": {
"id": "sa_4dcf6963f81d3dcd5497b544",
"inchikey": "IWWCCNVRNHTGLV-UHFFFAOYSA-N",
"smiles": "O=C(O)C1(c2ccccc2)CC1"
},
"smiles": "O=C(O)C1(c2ccccc2)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16925",
"routeId": "sa_73ebf93fe7bfbbe8b00f8034",
"moleculeId": "sa_bc6c113460696c6012e3bdf5",
"parentId": "16923",
"isLeaf": true,
"molecule": {
"id": "sa_bc6c113460696c6012e3bdf5",
"inchikey": "PNDPGZBMCMUPRI-UHFFFAOYSA-N",
"smiles": "II"
},
"smiles": "II",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
]
}
]
}
]
},
{
"id": "16926",
"routeId": "sa_73ebf93fe7bfbbe8b00f8034",
"moleculeId": "sa_fa48b0311f9ecb906b2132fe",
"parentId": "16911",
"isLeaf": true,
"molecule": {
"id": "sa_fa48b0311f9ecb906b2132fe",
"inchikey": "WSFSSNUMVMOOMR-UHFFFAOYSA-N",
"smiles": "C=O"
},
"smiles": "C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}