Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CNC(=O)c1ccc2cncc(-c3ccc4c(c3)CS(=O)(=O)N4C)c2n1
InChiKey
DFYVDBLGPYTIAT-UHFFFAOYSA-N
Route Signature
839c2c8a65027eb04755e1fa531cd13b1ad03485846081068e3394bc1543ad16
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_0ea143d62760b5537012fe0a",
"signature": "839c2c8a65027eb04755e1fa531cd13b1ad03485846081068e3394bc1543ad16",
"contentHash": "22d6ae70b0598bd9f807ec5ee7fc72edd9d57a7f36ac6e79cc5dd6a34ad7c658",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_e53f4b16990ffc324a5c8934",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-00300",
"moleculeId": "sa_b47cd120c1d56449a1ec83d8",
"smiles": "CNC(=O)c1ccc2cncc(-c3ccc4c(c3)CS(=O)(=O)N4C)c2n1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_b47cd120c1d56449a1ec83d8",
"inchikey": "DFYVDBLGPYTIAT-UHFFFAOYSA-N",
"smiles": "CNC(=O)c1ccc2cncc(-c3ccc4c(c3)CS(=O)(=O)N4C)c2n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "573",
"routeId": "sa_0ea143d62760b5537012fe0a",
"moleculeId": "sa_b47cd120c1d56449a1ec83d8",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b47cd120c1d56449a1ec83d8",
"inchikey": "DFYVDBLGPYTIAT-UHFFFAOYSA-N",
"smiles": "CNC(=O)c1ccc2cncc(-c3ccc4c(c3)CS(=O)(=O)N4C)c2n1"
},
"smiles": "CNC(=O)c1ccc2cncc(-c3ccc4c(c3)CS(=O)(=O)N4C)c2n1",
"reactionStepId": "sa_e07dfb9f00d3cd1185a62fa7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160016951A1;0608;1824155\",\"rsmi\":\"Br[c:8]1[c:7]2[n:6][c:5]([C:3]([NH:2][CH3:1])=[O:4])[cH:26][cH:25][c:24]2[cH:23][n:22][cH:21]1.CC1(C)OB([c:9]2[cH:10][c:11]3[c:12]([cH:13][cH:14]2)[N:15]([CH3:16])[S:17](=[O:18])(=[O:19])[CH2:20]3)OC1(C)C>CC#N.O=C(O)O.[Na+].[Na+]>[CH3:1][NH:2][C:3](=[O:4])[c:5]1[n:6][c:7]2[c:8](-[c:9]3[cH:10][c:11]4[c:12]([cH:13][cH:14]3)[N:15]([CH3:16])[S:17](=[O:18])(=[O:19])[CH2:20]4)[cH:21][n:22][cH:23][c:24]2[cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"Br[c:8]1[c:7]2[n:6][c:5]([C:3]([NH:2][CH3:1])=[O:4])[cH:26][cH:25][c:24]2[cH:23][n:22][cH:21]1.CC1(C)OB([c:9]2[cH:10][c:11]3[c:12]([cH:13][cH:14]2)[N:15]([CH3:16])[S:17](=[O:18])(=[O:19])[CH2:20]3)OC1(C)C>CC#N.O=C(O)O.[Na+].[Na+]>[CH3:1][NH:2][C:3](=[O:4])[c:5]1[n:6][c:7]2[c:8](-[c:9]3[cH:10][c:11]4[c:12]([cH:13][cH:14]3)[N:15]([CH3:16])[S:17](=[O:18])(=[O:19])[CH2:20]4)[cH:21][n:22][cH:23][c:24]2[cH:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_e07dfb9f00d3cd1185a62fa7",
"reactionHash": "2da57f0d15f00413e5e8550093ec966cec846ff26212562fb201459cc72030b5"
},
"children": [
{
"id": "574",
"routeId": "sa_0ea143d62760b5537012fe0a",
"moleculeId": "sa_9c2a7b979d35fa43f7a8926b",
"parentId": "573",
"isLeaf": false,
"molecule": {
"id": "sa_9c2a7b979d35fa43f7a8926b",
"inchikey": "CXXAZTBJANEUQL-UHFFFAOYSA-N",
"smiles": "CNC(=O)c1ccc2cncc(Br)c2n1"
},
"smiles": "CNC(=O)c1ccc2cncc(Br)c2n1",
"reactionStepId": "sa_e209b7d7b14c506a539ae352",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160016951A1;0606;1824154\",\"rsmi\":\"O[C:3](=[O:4])[c:5]1[n:6][c:7]2[c:8]([Br:9])[cH:10][n:11][cH:12][c:13]2[cH:14][cH:15]1.[CH3:1][NH2:2]>O=S(Cl)Cl>[CH3:1][NH:2][C:3](=[O:4])[c:5]1[n:6][c:7]2[c:8]([Br:9])[cH:10][n:11][cH:12][c:13]2[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"O[C:3](=[O:4])[c:5]1[n:6][c:7]2[c:8]([Br:9])[cH:10][n:11][cH:12][c:13]2[cH:14][cH:15]1.[CH3:1][NH2:2]>O=S(Cl)Cl>[CH3:1][NH:2][C:3](=[O:4])[c:5]1[n:6][c:7]2[c:8]([Br:9])[cH:10][n:11][cH:12][c:13]2[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_e209b7d7b14c506a539ae352",
"reactionHash": "5e79b3724333fe6d9ee661f8bc2845d68f9a77a11a22341da772e2ce8a4b5aab"
},
"children": [
{
"id": "575",
"routeId": "sa_0ea143d62760b5537012fe0a",
"moleculeId": "sa_e00cdbb7fb9d3ecf114a19d3",
"parentId": "574",
"isLeaf": true,
"molecule": {
"id": "sa_e00cdbb7fb9d3ecf114a19d3",
"inchikey": "BAVYZALUXZFZLV-UHFFFAOYSA-N",
"smiles": "CN"
},
"smiles": "CN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "576",
"routeId": "sa_0ea143d62760b5537012fe0a",
"moleculeId": "sa_a60cf1a93e7daeb88e761b4c",
"parentId": "574",
"isLeaf": true,
"molecule": {
"id": "sa_a60cf1a93e7daeb88e761b4c",
"inchikey": "ISJKXVUODLFGIU-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc2cncc(Br)c2n1"
},
"smiles": "O=C(O)c1ccc2cncc(Br)c2n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "577",
"routeId": "sa_0ea143d62760b5537012fe0a",
"moleculeId": "sa_2a212e3cc7b8db8ecf034731",
"parentId": "573",
"isLeaf": false,
"molecule": {
"id": "sa_2a212e3cc7b8db8ecf034731",
"inchikey": "HMMFZHLFAOCKQC-UHFFFAOYSA-N",
"smiles": "CN1c2ccc(B3OC(C)(C)C(C)(C)O3)cc2CS1(=O)=O"
},
"smiles": "CN1c2ccc(B3OC(C)(C)C(C)(C)O3)cc2CS1(=O)=O",
"reactionStepId": "sa_acb076586b36f2dd96daba0c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160016951A1;0250;1824017\",\"rsmi\":\"Br[c:6]1[cH:5][c:4]2[c:3]([cH:17][cH:16]1)[N:2]([CH3:1])[S:19](=[O:20])(=[O:21])[CH2:18]2.CC1(C)OB([B:7]2[O:8][C:9]([CH3:10])([CH3:11])[C:12]([CH3:13])([CH3:14])[O:15]2)OC1(C)C>CC(=O)O.COCCOC.ClCCl.Cl[Pd]Cl.[Fe+2].[K+]>[CH3:1][N:2]1[c:3]2[c:4]([cH:5][c:6]([B:7]3[O:8][C:9]([CH3:10])([CH3:11])[C:12]([CH3:13])([CH3:14])[O:15]3)[cH:16][cH:17]2)[CH2:18][S:19]1(=[O:20])=[O:21]\"},\"mapped_reaction_smiles\":\"Br[c:6]1[cH:5][c:4]2[c:3]([cH:17][cH:16]1)[N:2]([CH3:1])[S:19](=[O:20])(=[O:21])[CH2:18]2.CC1(C)OB([B:7]2[O:8][C:9]([CH3:10])([CH3:11])[C:12]([CH3:13])([CH3:14])[O:15]2)OC1(C)C>CC(=O)O.COCCOC.ClCCl.Cl[Pd]Cl.[Fe+2].[K+]>[CH3:1][N:2]1[c:3]2[c:4]([cH:5][c:6]([B:7]3[O:8][C:9]([CH3:10])([CH3:11])[C:12]([CH3:13])([CH3:14])[O:15]3)[cH:16][cH:17]2)[CH2:18][S:19]1(=[O:20])=[O:21]\"}",
"reactionStep": {
"id": "sa_acb076586b36f2dd96daba0c",
"reactionHash": "ee9e6edb75cd700adde9a4aa3d46910ecbdd4cff6c5e9338cbba382555dc0de0"
},
"children": [
{
"id": "578",
"routeId": "sa_0ea143d62760b5537012fe0a",
"moleculeId": "sa_e6c301388ac142801d4af5a2",
"parentId": "577",
"isLeaf": true,
"molecule": {
"id": "sa_e6c301388ac142801d4af5a2",
"inchikey": "IPWKHHSGDUIRAH-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C"
},
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "579",
"routeId": "sa_0ea143d62760b5537012fe0a",
"moleculeId": "sa_f33b439586fef307a9bda32f",
"parentId": "577",
"isLeaf": false,
"molecule": {
"id": "sa_f33b439586fef307a9bda32f",
"inchikey": "ISRBBEYZNYCVDE-UHFFFAOYSA-N",
"smiles": "CN1c2ccc(Br)cc2CS1(=O)=O"
},
"smiles": "CN1c2ccc(Br)cc2CS1(=O)=O",
"reactionStepId": "sa_9fdaf153dca8be0ba55881e4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160016951A1;0249;1824016\",\"rsmi\":\"O=C1CCC(=O)N1[Br:7].[CH3:1][N:2]1[c:3]2[c:4]([cH:5][cH:6][cH:8][cH:9]2)[CH2:10][S:11]1(=[O:12])=[O:13]>CN(C)C=O.O>[CH3:1][N:2]1[c:3]2[c:4]([cH:5][c:6]([Br:7])[cH:8][cH:9]2)[CH2:10][S:11]1(=[O:12])=[O:13]\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:7].[CH3:1][N:2]1[c:3]2[c:4]([cH:5][cH:6][cH:8][cH:9]2)[CH2:10][S:11]1(=[O:12])=[O:13]>CN(C)C=O.O>[CH3:1][N:2]1[c:3]2[c:4]([cH:5][c:6]([Br:7])[cH:8][cH:9]2)[CH2:10][S:11]1(=[O:12])=[O:13]\"}",
"reactionStep": {
"id": "sa_9fdaf153dca8be0ba55881e4",
"reactionHash": "e0833afe4a6edf16c78258cbe87021232fb18b2b09d065549a8a72ac3b48c776"
},
"children": [
{
"id": "580",
"routeId": "sa_0ea143d62760b5537012fe0a",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "579",
"isLeaf": true,
"molecule": {
"id": "sa_ccdcf23ac83e7a68bfa4f2e5",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "581",
"routeId": "sa_0ea143d62760b5537012fe0a",
"moleculeId": "sa_47c33ec8dcdf864052542a47",
"parentId": "579",
"isLeaf": false,
"molecule": {
"id": "sa_47c33ec8dcdf864052542a47",
"inchikey": "YRSIGGJLDCPKJN-UHFFFAOYSA-N",
"smiles": "CN1c2ccccc2CS1(=O)=O"
},
"smiles": "CN1c2ccccc2CS1(=O)=O",
"reactionStepId": "sa_1562e22c9f66d430b5b136f7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160016951A1;0248;1824015\",\"rsmi\":\"I[CH3:1].[NH:2]1[c:3]2[c:4]([cH:5][cH:6][cH:7][cH:8]2)[CH2:9][S:10]1(=[O:11])=[O:12]>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][N:2]1[c:3]2[c:4]([cH:5][cH:6][cH:7][cH:8]2)[CH2:9][S:10]1(=[O:11])=[O:12]\"},\"mapped_reaction_smiles\":\"I[CH3:1].[NH:2]1[c:3]2[c:4]([cH:5][cH:6][cH:7][cH:8]2)[CH2:9][S:10]1(=[O:11])=[O:12]>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][N:2]1[c:3]2[c:4]([cH:5][cH:6][cH:7][cH:8]2)[CH2:9][S:10]1(=[O:11])=[O:12]\"}",
"reactionStep": {
"id": "sa_1562e22c9f66d430b5b136f7",
"reactionHash": "36cf2d594ce3df5894610dc53983e1aab399a794ebb66d9df5ec238722e97afe"
},
"children": [
{
"id": "582",
"routeId": "sa_0ea143d62760b5537012fe0a",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "581",
"isLeaf": true,
"molecule": {
"id": "sa_82fdccf7d1cc329c9db73f21",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "583",
"routeId": "sa_0ea143d62760b5537012fe0a",
"moleculeId": "sa_8eea72bc3b9565339cbf40f1",
"parentId": "581",
"isLeaf": true,
"molecule": {
"id": "sa_8eea72bc3b9565339cbf40f1",
"inchikey": "OJWMDOIYUCEXNF-UHFFFAOYSA-N",
"smiles": "O=S1(=O)Cc2ccccc2N1"
},
"smiles": "O=S1(=O)Cc2ccccc2N1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}