Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)OC(=O)NCc1ccc(CNC(=O)N2CCN(C(=O)CN)CC2)cc1
InChiKey
BVCDXUYDXXALDM-UHFFFAOYSA-N
Route Signature
48a8b6417399b78bc429f93f36c903cbfda26dc6e66f6d1f9fe781efd1a90179
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_710027edb7a046e5e4660f33",
"signature": "48a8b6417399b78bc429f93f36c903cbfda26dc6e66f6d1f9fe781efd1a90179",
"contentHash": "971e79ca2019d8a60beb10aac94c0b2e0025aa3aa0bd1021944aed65e79dc8ea",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_f4cd4eb6e2c2017859f1cc1c",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00281",
"moleculeId": "sa_721f027888b0c8b9324df16c",
"smiles": "CC(C)(C)OC(=O)NCc1ccc(CNC(=O)N2CCN(C(=O)CN)CC2)cc1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_721f027888b0c8b9324df16c",
"inchikey": "BVCDXUYDXXALDM-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NCc1ccc(CNC(=O)N2CCN(C(=O)CN)CC2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "3821",
"routeId": "sa_710027edb7a046e5e4660f33",
"moleculeId": "sa_721f027888b0c8b9324df16c",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_721f027888b0c8b9324df16c",
"inchikey": "BVCDXUYDXXALDM-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NCc1ccc(CNC(=O)N2CCN(C(=O)CN)CC2)cc1"
},
"smiles": "CC(C)(C)OC(=O)NCc1ccc(CNC(=O)N2CCN(C(=O)CN)CC2)cc1",
"reactionStepId": "sa_1821063a49f58e08e84f3e1d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120295874A1;0712;1303508\",\"rsmi\":\"O=C(OCc1ccccc1)[NH:25][CH2:24][C:22]([N:21]1[CH2:20][CH2:19][N:18]([C:16]([NH:15][CH2:14][c:13]2[cH:12][cH:11][c:10]([CH2:9][NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[cH:29][cH:28]2)=[O:17])[CH2:27][CH2:26]1)=[O:23]>CO.[Pd]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][c:10]1[cH:11][cH:12][c:13]([CH2:14][NH:15][C:16](=[O:17])[N:18]2[CH2:19][CH2:20][N:21]([C:22](=[O:23])[CH2:24][NH2:25])[CH2:26][CH2:27]2)[cH:28][cH:29]1\"},\"mapped_reaction_smiles\":\"O=C(OCc1ccccc1)[NH:25][CH2:24][C:22]([N:21]1[CH2:20][CH2:19][N:18]([C:16]([NH:15][CH2:14][c:13]2[cH:12][cH:11][c:10]([CH2:9][NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[cH:29][cH:28]2)=[O:17])[CH2:27][CH2:26]1)=[O:23]>CO.[Pd]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][c:10]1[cH:11][cH:12][c:13]([CH2:14][NH:15][C:16](=[O:17])[N:18]2[CH2:19][CH2:20][N:21]([C:22](=[O:23])[CH2:24][NH2:25])[CH2:26][CH2:27]2)[cH:28][cH:29]1\"}",
"reactionStep": {
"id": "sa_1821063a49f58e08e84f3e1d",
"reactionHash": "12747933a7bd7324467e2c779a7468ed57f6d8af33763e6daffb3437b13c7019"
},
"children": [
{
"id": "3822",
"routeId": "sa_710027edb7a046e5e4660f33",
"moleculeId": "sa_a072d51a0b465b85c4b78799",
"parentId": "3821",
"isLeaf": false,
"molecule": {
"id": "sa_a072d51a0b465b85c4b78799",
"inchikey": "YERAWFPBVGIOKM-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NCc1ccc(CNC(=O)N2CCN(C(=O)CNC(=O)OCc3ccccc3)CC2)cc1"
},
"smiles": "CC(C)(C)OC(=O)NCc1ccc(CNC(=O)N2CCN(C(=O)CNC(=O)OCc3ccccc3)CC2)cc1",
"reactionStepId": "sa_cac873436b90526eb7f0d139",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120295874A1;0710;1303507\",\"rsmi\":\"CC(C)(C)OC(=O)O[C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[NH2:8][CH2:9][c:10]1[cH:11][cH:12][c:13]([CH2:14][NH:15][C:16](=[O:17])[N:18]2[CH2:19][CH2:20][N:21]([C:22](=[O:23])[CH2:24][NH:25][C:26](=[O:27])[O:28][CH2:29][c:30]3[cH:31][cH:32][cH:33][cH:34][cH:35]3)[CH2:36][CH2:37]2)[cH:38][cH:39]1>CCN(CC)CC.ClCCl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][c:10]1[cH:11][cH:12][c:13]([CH2:14][NH:15][C:16](=[O:17])[N:18]2[CH2:19][CH2:20][N:21]([C:22](=[O:23])[CH2:24][NH:25][C:26](=[O:27])[O:28][CH2:29][c:30]3[cH:31][cH:32][cH:33][cH:34][cH:35]3)[CH2:36][CH2:37]2)[cH:38][cH:39]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)O[C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[NH2:8][CH2:9][c:10]1[cH:11][cH:12][c:13]([CH2:14][NH:15][C:16](=[O:17])[N:18]2[CH2:19][CH2:20][N:21]([C:22](=[O:23])[CH2:24][NH:25][C:26](=[O:27])[O:28][CH2:29][c:30]3[cH:31][cH:32][cH:33][cH:34][cH:35]3)[CH2:36][CH2:37]2)[cH:38][cH:39]1>CCN(CC)CC.ClCCl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH2:9][c:10]1[cH:11][cH:12][c:13]([CH2:14][NH:15][C:16](=[O:17])[N:18]2[CH2:19][CH2:20][N:21]([C:22](=[O:23])[CH2:24][NH:25][C:26](=[O:27])[O:28][CH2:29][c:30]3[cH:31][cH:32][cH:33][cH:34][cH:35]3)[CH2:36][CH2:37]2)[cH:38][cH:39]1\"}",
"reactionStep": {
"id": "sa_cac873436b90526eb7f0d139",
"reactionHash": "7e006905f3b4b022c6c2e099228ce206aaeb5999fd2cd770909442c9a90fadaf"
},
"children": [
{
"id": "3823",
"routeId": "sa_710027edb7a046e5e4660f33",
"moleculeId": "sa_b273d4d4546165bca2b249b5",
"parentId": "3822",
"isLeaf": true,
"molecule": {
"id": "sa_b273d4d4546165bca2b249b5",
"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,
"reactionStep": null,
"children": []
},
{
"id": "3824",
"routeId": "sa_710027edb7a046e5e4660f33",
"moleculeId": "sa_dddbe348063cf0d9fab77de3",
"parentId": "3822",
"isLeaf": false,
"molecule": {
"id": "sa_dddbe348063cf0d9fab77de3",
"inchikey": "VROKEYSFMMWCKP-UHFFFAOYSA-N",
"smiles": "NCc1ccc(CNC(=O)N2CCN(C(=O)CNC(=O)OCc3ccccc3)CC2)cc1"
},
"smiles": "NCc1ccc(CNC(=O)N2CCN(C(=O)CNC(=O)OCc3ccccc3)CC2)cc1",
"reactionStepId": "sa_35a46c731bb00f4fbb3d5160",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120295874A1;0708;1303506\",\"rsmi\":\"[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][C:9](=[O:10])[N:11]2[CH2:12][CH2:13][N:14]([C:15](=[O:16])[CH2:17][NH:18][C:19](=[O:20])[O:21][CH2:22][c:23]3[cH:24][cH:25][cH:26][cH:27][cH:28]3)[CH2:29][CH2:30]2)[cH:31][cH:32]1>CO.[Ni]>[NH2:1][CH2:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][C:9](=[O:10])[N:11]2[CH2:12][CH2:13][N:14]([C:15](=[O:16])[CH2:17][NH:18][C:19](=[O:20])[O:21][CH2:22][c:23]3[cH:24][cH:25][cH:26][cH:27][cH:28]3)[CH2:29][CH2:30]2)[cH:31][cH:32]1\"},\"mapped_reaction_smiles\":\"[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][C:9](=[O:10])[N:11]2[CH2:12][CH2:13][N:14]([C:15](=[O:16])[CH2:17][NH:18][C:19](=[O:20])[O:21][CH2:22][c:23]3[cH:24][cH:25][cH:26][cH:27][cH:28]3)[CH2:29][CH2:30]2)[cH:31][cH:32]1>CO.[Ni]>[NH2:1][CH2:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][C:9](=[O:10])[N:11]2[CH2:12][CH2:13][N:14]([C:15](=[O:16])[CH2:17][NH:18][C:19](=[O:20])[O:21][CH2:22][c:23]3[cH:24][cH:25][cH:26][cH:27][cH:28]3)[CH2:29][CH2:30]2)[cH:31][cH:32]1\"}",
"reactionStep": {
"id": "sa_35a46c731bb00f4fbb3d5160",
"reactionHash": "5c7c3bdf8bdc44bb826199e6cf814c7165d2dd431a8519df15133d4857cbf531"
},
"children": [
{
"id": "3825",
"routeId": "sa_710027edb7a046e5e4660f33",
"moleculeId": "sa_4cb8c69a1a47d5bcb17017d7",
"parentId": "3824",
"isLeaf": false,
"molecule": {
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"inchikey": "MTKWUBSIDMDLCA-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(CNC(=O)N2CCN(C(=O)CNC(=O)OCc3ccccc3)CC2)cc1"
},
"smiles": "N#Cc1ccc(CNC(=O)N2CCN(C(=O)CNC(=O)OCc3ccccc3)CC2)cc1",
"reactionStepId": "sa_d216a35ced4f374d817c399c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120295874A1;0706;1303505\",\"rsmi\":\"O[C:15](=[O:16])[CH2:17][NH:18][C:19](=[O:20])[O:21][CH2:22][c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1.[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][C:9](=[O:10])[N:11]2[CH2:12][CH2:13][NH:14][CH2:29][CH2:30]2)[cH:31][cH:32]1>CN(C)C=O.CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.F[PH](F)(F)(F)(F)F.O=S(=O)(O)O.[Cu+2].c1ccncc1>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][C:9](=[O:10])[N:11]2[CH2:12][CH2:13][N:14]([C:15](=[O:16])[CH2:17][NH:18][C:19](=[O:20])[O:21][CH2:22][c:23]3[cH:24][cH:25][cH:26][cH:27][cH:28]3)[CH2:29][CH2:30]2)[cH:31][cH:32]1\"},\"mapped_reaction_smiles\":\"O[C:15](=[O:16])[CH2:17][NH:18][C:19](=[O:20])[O:21][CH2:22][c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1.[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][C:9](=[O:10])[N:11]2[CH2:12][CH2:13][NH:14][CH2:29][CH2:30]2)[cH:31][cH:32]1>CN(C)C=O.CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.F[PH](F)(F)(F)(F)F.O=S(=O)(O)O.[Cu+2].c1ccncc1>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][C:9](=[O:10])[N:11]2[CH2:12][CH2:13][N:14]([C:15](=[O:16])[CH2:17][NH:18][C:19](=[O:20])[O:21][CH2:22][c:23]3[cH:24][cH:25][cH:26][cH:27][cH:28]3)[CH2:29][CH2:30]2)[cH:31][cH:32]1\"}",
"reactionStep": {
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"reactionHash": "c64d04f0907efe2965b54a9684835866c988eee5a3a118dbac9fbb8810caee65"
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"children": [
{
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"routeId": "sa_710027edb7a046e5e4660f33",
"moleculeId": "sa_1a93832855347af1ff63d7e5",
"parentId": "3825",
"isLeaf": true,
"molecule": {
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"inchikey": "CJUMAFVKTCBCJK-UHFFFAOYSA-N",
"smiles": "O=C(O)CN=C(O)OCc1ccccc1"
},
"smiles": "O=C(O)CNC(=O)OCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
},
{
"id": "3827",
"routeId": "sa_710027edb7a046e5e4660f33",
"moleculeId": "sa_ceb9024ed395fcab88f0097a",
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"isLeaf": false,
"molecule": {
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"inchikey": "VMYNNRPYXRQLLV-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(CNC(=O)N2CCNCC2)cc1"
},
"smiles": "N#Cc1ccc(CNC(=O)N2CCNCC2)cc1",
"reactionStepId": "sa_307bda4bb0d162946eb18bf9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120295874A1;0704;1303504\",\"rsmi\":\"CC(C)(C)OC(=O)[N:14]1[CH2:13][CH2:12][N:11]([C:9]([NH:8][CH2:7][c:6]2[cH:5][cH:4][c:3]([C:2]#[N:1])[cH:18][cH:17]2)=[O:10])[CH2:16][CH2:15]1>ClCCl.O=C(O)C(F)(F)F>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][C:9](=[O:10])[N:11]2[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]2)[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:14]1[CH2:13][CH2:12][N:11]([C:9]([NH:8][CH2:7][c:6]2[cH:5][cH:4][c:3]([C:2]#[N:1])[cH:18][cH:17]2)=[O:10])[CH2:16][CH2:15]1>ClCCl.O=C(O)C(F)(F)F>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][NH:8][C:9](=[O:10])[N:11]2[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]2)[cH:17][cH:18]1\"}",
"reactionStep": {
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"reactionHash": "c1d953e162f0e056a910ce81ba2f1f84a483de9488a5c4a5780e9270b0825172"
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"children": [
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"smiles": "CC(C)(C)OC(=O)N1CCN(C(=O)NCc2ccc(C#N)cc2)CC1"
},
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"metadata": "{\"annotations\":{\"ID\":\"US20120295874A1;0702;1303503\",\"rsmi\":\"ClC(Cl)(Cl)O[C:12](OC(Cl)(Cl)Cl)=[O:13].[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][NH:11][CH2:24][CH2:25]1.[NH2:14][CH2:15][c:16]1[cH:17][cH:18][c:19]([C:20]#[N:21])[cH:22][cH:23]1>CC#N.CCN(CC)CC.Cl.ClCCl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([C:12](=[O:13])[NH:14][CH2:15][c:16]2[cH:17][cH:18][c:19]([C:20]#[N:21])[cH:22][cH:23]2)[CH2:24][CH2:25]1\"},\"mapped_reaction_smiles\":\"ClC(Cl)(Cl)O[C:12](OC(Cl)(Cl)Cl)=[O:13].[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][NH:11][CH2:24][CH2:25]1.[NH2:14][CH2:15][c:16]1[cH:17][cH:18][c:19]([C:20]#[N:21])[cH:22][cH:23]1>CC#N.CCN(CC)CC.Cl.ClCCl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([C:12](=[O:13])[NH:14][CH2:15][c:16]2[cH:17][cH:18][c:19]([C:20]#[N:21])[cH:22][cH:23]2)[CH2:24][CH2:25]1\"}",
"reactionStep": {
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"children": [
{
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"moleculeId": "sa_04c50a88932aa2c9d9b979b4",
"parentId": "3828",
"isLeaf": true,
"molecule": {
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"inchikey": "CWXPZXBSDSIRCS-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCNCC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCNCC1",
"reactionStepId": null,
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},
{
"id": "3830",
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"moleculeId": "sa_c5ab992c7ef5aa9ab23ce0ec",
"parentId": "3828",
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"molecule": {
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"inchikey": "LFIWXXXFJFOECP-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(CN)cc1"
},
"smiles": "N#Cc1ccc(CN)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
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},
{
"id": "3831",
"routeId": "sa_710027edb7a046e5e4660f33",
"moleculeId": "sa_229d14c9e484394c3a8786c2",
"parentId": "3828",
"isLeaf": true,
"molecule": {
"id": "sa_229d14c9e484394c3a8786c2",
"inchikey": "UCPYLLCMEDAXFR-UHFFFAOYSA-N",
"smiles": "O=C(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl"
},
"smiles": "O=C(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
]
}
}