Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)Cn1c(CNC(=O)OC(C)(C)C)c(-c2ccccc2F)c2cc(OCC(N)=O)ccc2c1=O
InChiKey
ALSPCIWWEUTZJH-UHFFFAOYSA-N
Route Signature
05adf5540aeaa0c30122e08c0c097edef7476f80a39cdecfce4d97b2bd2e6572
Synthesis route with 8 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_cb7be572e38ceb3b3f8d66a4",
"signature": "05adf5540aeaa0c30122e08c0c097edef7476f80a39cdecfce4d97b2bd2e6572",
"contentHash": "60e222c26e9a8928479a2e5660a38b78d0473c0c45841920721b8798d2a68f3d",
"length": 8,
"isConvergent": false
},
"target": {
"id": "sa_a13c353ff091cc7ebf8405fd",
"benchmarkSetId": "a82783729b577c36f2e09a2b6fdd55ae9542aed5546571d67ef9cb74dc21f70a",
"targetId": "n1-00012",
"moleculeId": "sa_58de62ff2acb322397167131",
"smiles": "CC(C)Cn1c(CNC(=O)OC(C)(C)C)c(-c2ccccc2F)c2cc(OCC(N)=O)ccc2c1=O",
"routeLength": 8,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_58de62ff2acb322397167131",
"inchikey": "ALSPCIWWEUTZJH-UHFFFAOYSA-N",
"smiles": "CC(C)Cn1c(CNC(=O)OC(C)(C)C)c(-c2ccccc2F)c2cc(OCC(N)=O)ccc2c1=O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16897",
"routeId": "sa_cb7be572e38ceb3b3f8d66a4",
"moleculeId": "sa_58de62ff2acb322397167131",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_58de62ff2acb322397167131",
"inchikey": "ALSPCIWWEUTZJH-UHFFFAOYSA-N",
"smiles": "CC(C)Cn1c(CNC(=O)OC(C)(C)C)c(-c2ccccc2F)c2cc(OCC(N)=O)ccc2c1=O"
},
"smiles": "CC(C)Cn1c(CNC(=O)OC(C)(C)C)c(-c2ccccc2F)c2cc(OCC(N)=O)ccc2c1=O",
"reactionStepId": "sa_789a72aca59cd908df33966d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07034039B2;1892;719782\",\"rsmi\":\"I[CH2:13][C:14]([NH2:15])=[O:16].[CH3:1][CH:2]([CH3:3])[CH2:4][n:5]1[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([OH:12])[cH:17][c:18]2[c:19](-[c:20]2[c:21]([F:22])[cH:23][cH:24][cH:25][cH:26]2)[c:27]1[CH2:28][NH:29][C:30](=[O:31])[O:32][C:33]([CH3:34])([CH3:35])[CH3:36]>C1CCC2=NCCCN2CC1.CN(C)C=O.O>[CH3:1][CH:2]([CH3:3])[CH2:4][n:5]1[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][C:14]([NH2:15])=[O:16])[cH:17][c:18]2[c:19](-[c:20]2[c:21]([F:22])[cH:23][cH:24][cH:25][cH:26]2)[c:27]1[CH2:28][NH:29][C:30](=[O:31])[O:32][C:33]([CH3:34])([CH3:35])[CH3:36]\"},\"mapped_reaction_smiles\":\"I[CH2:13][C:14]([NH2:15])=[O:16].[CH3:1][CH:2]([CH3:3])[CH2:4][n:5]1[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([OH:12])[cH:17][c:18]2[c:19](-[c:20]2[c:21]([F:22])[cH:23][cH:24][cH:25][cH:26]2)[c:27]1[CH2:28][NH:29][C:30](=[O:31])[O:32][C:33]([CH3:34])([CH3:35])[CH3:36]>C1CCC2=NCCCN2CC1.CN(C)C=O.O>[CH3:1][CH:2]([CH3:3])[CH2:4][n:5]1[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][C:14]([NH2:15])=[O:16])[cH:17][c:18]2[c:19](-[c:20]2[c:21]([F:22])[cH:23][cH:24][cH:25][cH:26]2)[c:27]1[CH2:28][NH:29][C:30](=[O:31])[O:32][C:33]([CH3:34])([CH3:35])[CH3:36]\"}",
"reactionStep": {
"id": "sa_789a72aca59cd908df33966d",
"reactionHash": "e92a969d3ba6c6e70e3a224191540d5d0a0963fc96b14228825b57e84a70867b"
},
"children": [
{
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"routeId": "sa_cb7be572e38ceb3b3f8d66a4",
"moleculeId": "sa_54fd42c48d97973c99fe6f48",
"parentId": "16897",
"isLeaf": false,
"molecule": {
"id": "sa_54fd42c48d97973c99fe6f48",
"inchikey": "IBAVFGPLDFCMPX-UHFFFAOYSA-N",
"smiles": "CC(C)Cn1c(CNC(=O)OC(C)(C)C)c(-c2ccccc2F)c2cc(O)ccc2c1=O"
},
"smiles": "CC(C)Cn1c(CNC(=O)OC(C)(C)C)c(-c2ccccc2F)c2cc(O)ccc2c1=O",
"reactionStepId": "sa_4656abc543e51e913d1ca3e3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07034039B2;1890;719781\",\"rsmi\":\"c1ccc(C[O:12][c:11]2[cH:10][cH:9][c:8]3[c:6](=[O:7])[n:5]([CH2:4][CH:2]([CH3:1])[CH3:3])[c:23]([CH2:24][NH:25][C:26](=[O:27])[O:28][C:29]([CH3:30])([CH3:31])[CH3:32])[c:15](-[c:16]4[c:17]([F:18])[cH:19][cH:20][cH:21][cH:22]4)[c:14]3[cH:13]2)cc1>C.CCO.[Pd]>[CH3:1][CH:2]([CH3:3])[CH2:4][n:5]1[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([OH:12])[cH:13][c:14]2[c:15](-[c:16]2[c:17]([F:18])[cH:19][cH:20][cH:21][cH:22]2)[c:23]1[CH2:24][NH:25][C:26](=[O:27])[O:28][C:29]([CH3:30])([CH3:31])[CH3:32]\"},\"mapped_reaction_smiles\":\"c1ccc(C[O:12][c:11]2[cH:10][cH:9][c:8]3[c:6](=[O:7])[n:5]([CH2:4][CH:2]([CH3:1])[CH3:3])[c:23]([CH2:24][NH:25][C:26](=[O:27])[O:28][C:29]([CH3:30])([CH3:31])[CH3:32])[c:15](-[c:16]4[c:17]([F:18])[cH:19][cH:20][cH:21][cH:22]4)[c:14]3[cH:13]2)cc1>C.CCO.[Pd]>[CH3:1][CH:2]([CH3:3])[CH2:4][n:5]1[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([OH:12])[cH:13][c:14]2[c:15](-[c:16]2[c:17]([F:18])[cH:19][cH:20][cH:21][cH:22]2)[c:23]1[CH2:24][NH:25][C:26](=[O:27])[O:28][C:29]([CH3:30])([CH3:31])[CH3:32]\"}",
"reactionStep": {
"id": "sa_4656abc543e51e913d1ca3e3",
"reactionHash": "e6f9a56c1a2e24e83594f0991d11461e00a9781909d61a48777de9987fa2d630"
},
"children": [
{
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"routeId": "sa_cb7be572e38ceb3b3f8d66a4",
"moleculeId": "sa_f5f21b78d0553579d3613149",
"parentId": "16898",
"isLeaf": false,
"molecule": {
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"inchikey": "SSLGRMUKIJZCAA-UHFFFAOYSA-N",
"smiles": "CC(C)Cn1c(CNC(=O)OC(C)(C)C)c(-c2ccccc2F)c2cc(OCc3ccccc3)ccc2c1=O"
},
"smiles": "CC(C)Cn1c(CNC(=O)OC(C)(C)C)c(-c2ccccc2F)c2cc(OCc3ccccc3)ccc2c1=O",
"reactionStepId": "sa_a4234762588711f378659648",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07034039B2;1888;719780\",\"rsmi\":\"CC(C)(C)OC(=O)O[C:33](=[O:34])[O:35][C:36]([CH3:37])([CH3:38])[CH3:39].O=C1c2ccccc2C(=O)[N:32]1[CH2:31][c:30]1[n:5]([CH2:4][CH:2]([CH3:1])[CH3:3])[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][c:21]2[c:22]1-[c:23]1[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]1>CCO.NN.O.O.O=C(O)O.[Na+]>[CH3:1][CH:2]([CH3:3])[CH2:4][n:5]1[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][c:21]2[c:22](-[c:23]2[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]2)[c:30]1[CH2:31][NH:32][C:33](=[O:34])[O:35][C:36]([CH3:37])([CH3:38])[CH3:39]\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)O[C:33](=[O:34])[O:35][C:36]([CH3:37])([CH3:38])[CH3:39].O=C1c2ccccc2C(=O)[N:32]1[CH2:31][c:30]1[n:5]([CH2:4][CH:2]([CH3:1])[CH3:3])[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][c:21]2[c:22]1-[c:23]1[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]1>CCO.NN.O.O.O=C(O)O.[Na+]>[CH3:1][CH:2]([CH3:3])[CH2:4][n:5]1[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][c:21]2[c:22](-[c:23]2[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]2)[c:30]1[CH2:31][NH:32][C:33](=[O:34])[O:35][C:36]([CH3:37])([CH3:38])[CH3:39]\"}",
"reactionStep": {
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"reactionHash": "9d8a1c42837c2e3b400132f2bf7726f62025d480943f228f7704de07a6b348e7"
},
"children": [
{
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"moleculeId": "sa_b273d4d4546165bca2b249b5",
"parentId": "16899",
"isLeaf": true,
"molecule": {
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"inchikey": "DYHSDKLCOJIUFX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"
},
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
},
{
"id": "16901",
"routeId": "sa_cb7be572e38ceb3b3f8d66a4",
"moleculeId": "sa_55f588cfa895dd632eaab4ce",
"parentId": "16899",
"isLeaf": false,
"molecule": {
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"inchikey": "VFCGWDXYFZWOKY-UHFFFAOYSA-N",
"smiles": "CC(C)Cn1c(CN2C(=O)c3ccccc3C2=O)c(-c2ccccc2F)c2cc(OCc3ccccc3)ccc2c1=O"
},
"smiles": "CC(C)Cn1c(CN2C(=O)c3ccccc3C2=O)c(-c2ccccc2F)c2cc(OCc3ccccc3)ccc2c1=O",
"reactionStepId": "sa_ea5a8b2f0a0453136ad7d701",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07034039B2;1886;719779\",\"rsmi\":\"Cl[CH2:31][c:30]1[n:5]([CH2:4][CH:2]([CH3:1])[CH3:3])[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][c:21]2[c:22]1-[c:23]1[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]1.[NH:32]1[C:33](=[O:34])[c:35]2[cH:36][cH:37][cH:38][cH:39][c:40]2[C:41]1=[O:42]>CN(C)C=O.O.[K]>[CH3:1][CH:2]([CH3:3])[CH2:4][n:5]1[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][c:21]2[c:22](-[c:23]2[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]2)[c:30]1[CH2:31][N:32]1[C:33](=[O:34])[c:35]2[cH:36][cH:37][cH:38][cH:39][c:40]2[C:41]1=[O:42]\"},\"mapped_reaction_smiles\":\"Cl[CH2:31][c:30]1[n:5]([CH2:4][CH:2]([CH3:1])[CH3:3])[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][c:21]2[c:22]1-[c:23]1[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]1.[NH:32]1[C:33](=[O:34])[c:35]2[cH:36][cH:37][cH:38][cH:39][c:40]2[C:41]1=[O:42]>CN(C)C=O.O.[K]>[CH3:1][CH:2]([CH3:3])[CH2:4][n:5]1[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][c:21]2[c:22](-[c:23]2[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]2)[c:30]1[CH2:31][N:32]1[C:33](=[O:34])[c:35]2[cH:36][cH:37][cH:38][cH:39][c:40]2[C:41]1=[O:42]\"}",
"reactionStep": {
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},
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"reactionStepId": "sa_48b20b89611c4d180eab5560",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07034039B2;1884;719778\",\"rsmi\":\"O=S(Cl)[Cl:32].O[CH2:31][c:30]1[n:5]([CH2:4][CH:2]([CH3:1])[CH3:3])[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][c:21]2[c:22]1-[c:23]1[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]1>Cc1ccccc1.O=C(O)O.[Na+]>[CH3:1][CH:2]([CH3:3])[CH2:4][n:5]1[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][c:21]2[c:22](-[c:23]2[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]2)[c:30]1[CH2:31][Cl:32]\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:32].O[CH2:31][c:30]1[n:5]([CH2:4][CH:2]([CH3:1])[CH3:3])[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][c:21]2[c:22]1-[c:23]1[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]1>Cc1ccccc1.O=C(O)O.[Na+]>[CH3:1][CH:2]([CH3:3])[CH2:4][n:5]1[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][c:21]2[c:22](-[c:23]2[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]2)[c:30]1[CH2:31][Cl:32]\"}",
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"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07034039B2;1882;719777\",\"rsmi\":\"O[C:31]([c:30]1[n:5]([CH2:4][CH:2]([CH3:1])[CH3:3])[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][c:21]2[c:22]1-[c:23]1[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]1)=[O:32]>C1CCOC1.CN(C)C=O.COCCOC.Cl.O=C(Cl)C(=O)Cl.B.[Na+]>[CH3:1][CH:2]([CH3:3])[CH2:4][n:5]1[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][c:21]2[c:22](-[c:23]2[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]2)[c:30]1[CH2:31][OH:32]\"},\"mapped_reaction_smiles\":\"O[C:31]([c:30]1[n:5]([CH2:4][CH:2]([CH3:1])[CH3:3])[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][c:21]2[c:22]1-[c:23]1[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]1)=[O:32]>C1CCOC1.CN(C)C=O.COCCOC.Cl.O=C(Cl)C(=O)Cl.B.[Na+]>[CH3:1][CH:2]([CH3:3])[CH2:4][n:5]1[c:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][c:21]2[c:22](-[c:23]2[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]2)[c:30]1[CH2:31][OH:32]\"}",
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