Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
NC(=O)c1cnn(-c2ccc(OC3CCN(C4CCC4)CC3)cc2)c1
InChiKey
LBONQTMURWCIQJ-UHFFFAOYSA-N
Route Signature
5297cf55e90d0f4c8574063239a55a7794c523cf5cbffad057488d084f0c5159
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_1947caf6ffd58761de59d52f",
"signature": "5297cf55e90d0f4c8574063239a55a7794c523cf5cbffad057488d084f0c5159",
"contentHash": "03cd4e911f5a0a1e43afab8eb371c4ff76ed05af787db607401cd8701288d27f",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_612940f5d200b0fe67d989b7",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01596",
"moleculeId": "sa_a4533ba60f639bccf9f2712c",
"smiles": "NC(=O)c1cnn(-c2ccc(OC3CCN(C4CCC4)CC3)cc2)c1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_a4533ba60f639bccf9f2712c",
"inchikey": "LBONQTMURWCIQJ-UHFFFAOYSA-N",
"smiles": "NC(=O)c1cnn(-c2ccc(OC3CCN(C4CCC4)CC3)cc2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "5786",
"routeId": "sa_1947caf6ffd58761de59d52f",
"moleculeId": "sa_a4533ba60f639bccf9f2712c",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_a4533ba60f639bccf9f2712c",
"inchikey": "LBONQTMURWCIQJ-UHFFFAOYSA-N",
"smiles": "NC(=O)c1cnn(-c2ccc(OC3CCN(C4CCC4)CC3)cc2)c1"
},
"smiles": "NC(=O)c1cnn(-c2ccc(OC3CCN(C4CCC4)CC3)cc2)c1",
"reactionStepId": "sa_65fc94b56252b4d8f9b701bd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100113776A1;0295;875230\",\"rsmi\":\"O[C:2](=[O:3])[c:4]1[cH:5][n:6](-[c:7]2[cH:8][cH:9][c:10]([O:11][CH:12]3[CH2:13][CH2:14][N:15]([CH:16]4[CH2:17][CH2:18][CH2:19]4)[CH2:20][CH2:21]3)[cH:22][cH:23]2)[n:24][cH:25]1.[NH3:1]>CCN=C=NCCCN(C)C.CN(C)C=O.Cl.O.O=C(O)O.On1nnc2ccccc21.[Na+]>[NH2:1][C:2](=[O:3])[c:4]1[cH:5][n:6](-[c:7]2[cH:8][cH:9][c:10]([O:11][CH:12]3[CH2:13][CH2:14][N:15]([CH:16]4[CH2:17][CH2:18][CH2:19]4)[CH2:20][CH2:21]3)[cH:22][cH:23]2)[n:24][cH:25]1\"},\"mapped_reaction_smiles\":\"O[C:2](=[O:3])[c:4]1[cH:5][n:6](-[c:7]2[cH:8][cH:9][c:10]([O:11][CH:12]3[CH2:13][CH2:14][N:15]([CH:16]4[CH2:17][CH2:18][CH2:19]4)[CH2:20][CH2:21]3)[cH:22][cH:23]2)[n:24][cH:25]1.[NH3:1]>CCN=C=NCCCN(C)C.CN(C)C=O.Cl.O.O=C(O)O.On1nnc2ccccc21.[Na+]>[NH2:1][C:2](=[O:3])[c:4]1[cH:5][n:6](-[c:7]2[cH:8][cH:9][c:10]([O:11][CH:12]3[CH2:13][CH2:14][N:15]([CH:16]4[CH2:17][CH2:18][CH2:19]4)[CH2:20][CH2:21]3)[cH:22][cH:23]2)[n:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_65fc94b56252b4d8f9b701bd",
"reactionHash": "56a198d76ab9c58dc086a5cde4bba50ea4988dba735eba2f81e05fbd05625cb8"
},
"children": [
{
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"routeId": "sa_1947caf6ffd58761de59d52f",
"moleculeId": "sa_4eca65829de5421b4b8a15b4",
"parentId": "5786",
"isLeaf": false,
"molecule": {
"id": "sa_4eca65829de5421b4b8a15b4",
"inchikey": "QFSMCDHDRMNSBZ-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cnn(-c2ccc(OC3CCN(C4CCC4)CC3)cc2)c1"
},
"smiles": "O=C(O)c1cnn(-c2ccc(OC3CCN(C4CCC4)CC3)cc2)c1",
"reactionStepId": "sa_7b701fe959574b04d3fc6ddf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100113776A1;0236;875228\",\"rsmi\":\"CC[O:3][C:2](=[O:1])[c:4]1[cH:5][n:6](-[c:7]2[cH:8][cH:9][c:10]([O:11][CH:12]3[CH2:13][CH2:14][N:15]([CH:16]4[CH2:17][CH2:18][CH2:19]4)[CH2:20][CH2:21]3)[cH:22][cH:23]2)[n:24][cH:25]1>CCO.O.[Li+].O>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][n:6](-[c:7]2[cH:8][cH:9][c:10]([O:11][CH:12]3[CH2:13][CH2:14][N:15]([CH:16]4[CH2:17][CH2:18][CH2:19]4)[CH2:20][CH2:21]3)[cH:22][cH:23]2)[n:24][cH:25]1\"},\"mapped_reaction_smiles\":\"CC[O:3][C:2](=[O:1])[c:4]1[cH:5][n:6](-[c:7]2[cH:8][cH:9][c:10]([O:11][CH:12]3[CH2:13][CH2:14][N:15]([CH:16]4[CH2:17][CH2:18][CH2:19]4)[CH2:20][CH2:21]3)[cH:22][cH:23]2)[n:24][cH:25]1>CCO.O.[Li+].O>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][n:6](-[c:7]2[cH:8][cH:9][c:10]([O:11][CH:12]3[CH2:13][CH2:14][N:15]([CH:16]4[CH2:17][CH2:18][CH2:19]4)[CH2:20][CH2:21]3)[cH:22][cH:23]2)[n:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_7b701fe959574b04d3fc6ddf",
"reactionHash": "c7b19cca09b8bd3afe1af06352c2714b3dc8f24b354e76b58b5acd9d23d39621"
},
"children": [
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"moleculeId": "sa_40ae46691b08948feed1cc98",
"parentId": "5787",
"isLeaf": false,
"molecule": {
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"inchikey": "PCWRAFBAQAIYIV-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnn(-c2ccc(OC3CCN(C4CCC4)CC3)cc2)c1"
},
"smiles": "CCOC(=O)c1cnn(-c2ccc(OC3CCN(C4CCC4)CC3)cc2)c1",
"reactionStepId": "sa_0286694fd3e4a99b84a43673",
"template": null,
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"reactionStep": {
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"reactionHash": "b374c764c6ff54da478e6cea636aae39fe387bdcd1fd6260faae982c9d4a991f"
},
"children": [
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"moleculeId": "sa_5c979dbb9c51cb98aa856553",
"parentId": "5788",
"isLeaf": false,
"molecule": {
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"inchikey": "DVKUGQLSLYUMOW-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cnn(-c2ccc(OC3CCNCC3)cc2)c1"
},
"smiles": "CCOC(=O)c1cnn(-c2ccc(OC3CCNCC3)cc2)c1",
"reactionStepId": "sa_76d9f7984e3eab665e7122f7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100113776A1;0227;875226\",\"rsmi\":\"CC(C)(C)OC(=O)[N:17]1[CH2:16][CH2:15][CH:14]([O:13][c:12]2[cH:11][cH:10][c:9](-[n:8]3[cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:23][n:22]3)[cH:21][cH:20]2)[CH2:19][CH2:18]1>CCOC(C)=O.Cl.ClC(Cl)Cl.O=C(O)O.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8](-[c:9]2[cH:10][cH:11][c:12]([O:13][CH:14]3[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]3)[cH:20][cH:21]2)[n:22][cH:23]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:17]1[CH2:16][CH2:15][CH:14]([O:13][c:12]2[cH:11][cH:10][c:9](-[n:8]3[cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:23][n:22]3)[cH:21][cH:20]2)[CH2:19][CH2:18]1>CCOC(C)=O.Cl.ClC(Cl)Cl.O=C(O)O.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8](-[c:9]2[cH:10][cH:11][c:12]([O:13][CH:14]3[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]3)[cH:20][cH:21]2)[n:22][cH:23]1\"}",
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"smiles": "CCOC(=O)c1cnn(-c2ccc(OC3CCN(C(=O)OC(C)(C)C)CC3)cc2)c1"
},
"smiles": "CCOC(=O)c1cnn(-c2ccc(OC3CCN(C(=O)OC(C)(C)C)CC3)cc2)c1",
"reactionStepId": "sa_7eb822d1d2077b7d5b68fb85",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100113776A1;0226;875225\",\"rsmi\":\"I[c:9]1[cH:10][cH:11][c:12]([O:13][CH:14]2[CH2:15][CH2:16][N:17]([C:18](=[O:19])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24])[CH2:25][CH2:26]2)[cH:27][cH:28]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][nH:8][n:29][cH:30]1>CN(C)C=O.CN[C@@H]1CCCC[C@H]1NC.ClC(Cl)Cl.O=C(O)O.[Cs+].[Cs+].[Cu]I>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8](-[c:9]2[cH:10][cH:11][c:12]([O:13][CH:14]3[CH2:15][CH2:16][N:17]([C:18](=[O:19])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24])[CH2:25][CH2:26]3)[cH:27][cH:28]2)[n:29][cH:30]1\"},\"mapped_reaction_smiles\":\"I[c:9]1[cH:10][cH:11][c:12]([O:13][CH:14]2[CH2:15][CH2:16][N:17]([C:18](=[O:19])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24])[CH2:25][CH2:26]2)[cH:27][cH:28]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][nH:8][n:29][cH:30]1>CN(C)C=O.CN[C@@H]1CCCC[C@H]1NC.ClC(Cl)Cl.O=C(O)O.[Cs+].[Cs+].[Cu]I>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][n:8](-[c:9]2[cH:10][cH:11][c:12]([O:13][CH:14]3[CH2:15][CH2:16][N:17]([C:18](=[O:19])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24])[CH2:25][CH2:26]3)[cH:27][cH:28]2)[n:29][cH:30]1\"}",
"reactionStep": {
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"children": [
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"molecule": {
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"smiles": "CC(C)(C)OC(=O)N1CCC(Oc2ccc(I)cc2)CC1"
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"smiles": "CC(C)(C)OC(=O)N1CCC(Oc2ccc(I)cc2)CC1",
"reactionStepId": "sa_c111b751e19f916123e9198a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100113776A1;0213;875221\",\"rsmi\":\"O[c:13]1[cH:14][cH:15][c:16]([I:17])[cH:18][cH:19]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([OH:12])[CH2:20][CH2:21]1>C1CCOC1.CC(C)OC(=O)N=NC(=O)OC(C)C.Cc1ccccc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([O:12][c:13]2[cH:14][cH:15][c:16]([I:17])[cH:18][cH:19]2)[CH2:20][CH2:21]1\"},\"mapped_reaction_smiles\":\"O[c:13]1[cH:14][cH:15][c:16]([I:17])[cH:18][cH:19]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([OH:12])[CH2:20][CH2:21]1>C1CCOC1.CC(C)OC(=O)N=NC(=O)OC(C)C.Cc1ccccc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([O:12][c:13]2[cH:14][cH:15][c:16]([I:17])[cH:18][cH:19]2)[CH2:20][CH2:21]1\"}",
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{
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{
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{
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},
{
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}
}