Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1c(NC(=S)NCCN)ccc2ocnc12
InChiKey
DSCUXOBKWFBEEP-UHFFFAOYSA-N
Route Signature
3ce811b2acc6d98457a83f93c596237b57b5699556dc0a4231bfa46f83341f7f
Synthesis route with 7 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_61504a497c5bf15acf28b7ba",
"signature": "3ce811b2acc6d98457a83f93c596237b57b5699556dc0a4231bfa46f83341f7f",
"contentHash": "ce906ed4281684524505e2a679fea797af092a87369c65caad63e7049e53d79a",
"length": 7,
"isConvergent": false
},
"target": {
"id": "sa_f989b05e5297919097be1699",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00526",
"moleculeId": "sa_b8b40c22515b330520790de4",
"smiles": "Cc1c(NC(=S)NCCN)ccc2ocnc12",
"routeLength": 7,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_b8b40c22515b330520790de4",
"inchikey": "DSCUXOBKWFBEEP-UHFFFAOYSA-N",
"smiles": "Cc1c(NC(=S)NCCN)ccc2ocnc12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13440",
"routeId": "sa_61504a497c5bf15acf28b7ba",
"moleculeId": "sa_b8b40c22515b330520790de4",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b8b40c22515b330520790de4",
"inchikey": "DSCUXOBKWFBEEP-UHFFFAOYSA-N",
"smiles": "Cc1c(NC(=S)NCCN)ccc2ocnc12"
},
"smiles": "Cc1c(NC(=S)NCCN)ccc2ocnc12",
"reactionStepId": "sa_e3054da354dc34c89552d057",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06110952;;481948\",\"rsmi\":\"[CH3:1][c:2]1[c:3]([N:4]=[C:5]=[S:6])[cH:11][cH:12][c:13]2[c:14]1[n:15][cH:16][o:17]2.[NH2:7][CH2:8][CH2:9][NH2:10]>Cc1ccccc1>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[S:6])[NH:7][CH2:8][CH2:9][NH2:10])[cH:11][cH:12][c:13]2[c:14]1[n:15][cH:16][o:17]2\"},\"mapped_reaction_smiles\":\"[CH3:1][c:2]1[c:3]([N:4]=[C:5]=[S:6])[cH:11][cH:12][c:13]2[c:14]1[n:15][cH:16][o:17]2.[NH2:7][CH2:8][CH2:9][NH2:10]>Cc1ccccc1>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[S:6])[NH:7][CH2:8][CH2:9][NH2:10])[cH:11][cH:12][c:13]2[c:14]1[n:15][cH:16][o:17]2\"}",
"reactionStep": {
"id": "sa_e3054da354dc34c89552d057",
"reactionHash": "3255deb6bf803b265df04019046507ef6ae211197faea833b55855ab585fafe5"
},
"children": [
{
"id": "13441",
"routeId": "sa_61504a497c5bf15acf28b7ba",
"moleculeId": "sa_1c06aae623d9296e5f11c0f9",
"parentId": "13440",
"isLeaf": false,
"molecule": {
"id": "sa_1c06aae623d9296e5f11c0f9",
"inchikey": "KVNKIKHOKBACQH-UHFFFAOYSA-N",
"smiles": "Cc1c(N=C=S)ccc2ocnc12"
},
"smiles": "Cc1c(N=C=S)ccc2ocnc12",
"reactionStepId": "sa_b2e217b8ba0e88b4a18d9fc2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06110952;;481947\",\"rsmi\":\"[CH3:1][c:2]1[c:3]([NH2:4])[cH:7][cH:8][c:9]2[c:10]1[n:11][cH:12][o:13]2.c1ccc(O[C:5](Oc2ccccn2)=[S:6])nc1>ClCCl>[CH3:1][c:2]1[c:3]([N:4]=[C:5]=[S:6])[cH:7][cH:8][c:9]2[c:10]1[n:11][cH:12][o:13]2\"},\"mapped_reaction_smiles\":\"[CH3:1][c:2]1[c:3]([NH2:4])[cH:7][cH:8][c:9]2[c:10]1[n:11][cH:12][o:13]2.c1ccc(O[C:5](Oc2ccccn2)=[S:6])nc1>ClCCl>[CH3:1][c:2]1[c:3]([N:4]=[C:5]=[S:6])[cH:7][cH:8][c:9]2[c:10]1[n:11][cH:12][o:13]2\"}",
"reactionStep": {
"id": "sa_b2e217b8ba0e88b4a18d9fc2",
"reactionHash": "9f20757abdf6713541651e076fca9add6a42ea9bb00cce2b22f11af27f6b491b"
},
"children": [
{
"id": "13442",
"routeId": "sa_61504a497c5bf15acf28b7ba",
"moleculeId": "sa_4532ee8352faffbed122f8f4",
"parentId": "13441",
"isLeaf": true,
"molecule": {
"id": "sa_4532ee8352faffbed122f8f4",
"inchikey": "IKYOVSVBLHGFMA-UHFFFAOYSA-N",
"smiles": "S=C(Oc1ccccn1)Oc1ccccn1"
},
"smiles": "S=C(Oc1ccccn1)Oc1ccccn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13443",
"routeId": "sa_61504a497c5bf15acf28b7ba",
"moleculeId": "sa_747a8ef75d56af340a0ad458",
"parentId": "13441",
"isLeaf": false,
"molecule": {
"id": "sa_747a8ef75d56af340a0ad458",
"inchikey": "VKYBFWVYPFVAEM-UHFFFAOYSA-N",
"smiles": "Cc1c(N)ccc2ocnc12"
},
"smiles": "Cc1c(N)ccc2ocnc12",
"reactionStepId": "sa_716805fbb4c72104d12ff842",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06110952;;481946\",\"rsmi\":\"O=C(C(F)(F)F)[NH:4][c:3]1[c:2]([CH3:1])[c:8]2[c:7]([cH:6][cH:5]1)[o:11][cH:10][n:9]2>CCOC(C)=O.CO.O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[c:3]([NH2:4])[cH:5][cH:6][c:7]2[c:8]1[n:9][cH:10][o:11]2\"},\"mapped_reaction_smiles\":\"O=C(C(F)(F)F)[NH:4][c:3]1[c:2]([CH3:1])[c:8]2[c:7]([cH:6][cH:5]1)[o:11][cH:10][n:9]2>CCOC(C)=O.CO.O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[c:3]([NH2:4])[cH:5][cH:6][c:7]2[c:8]1[n:9][cH:10][o:11]2\"}",
"reactionStep": {
"id": "sa_716805fbb4c72104d12ff842",
"reactionHash": "b3b49b889190382c264e19ff81f114602032c39e335536ae3da88c3d18d1011e"
},
"children": [
{
"id": "13444",
"routeId": "sa_61504a497c5bf15acf28b7ba",
"moleculeId": "sa_b7f7b58b72d3387091f92037",
"parentId": "13443",
"isLeaf": false,
"molecule": {
"id": "sa_b7f7b58b72d3387091f92037",
"inchikey": "HYGHNEUOSKRSRF-UHFFFAOYSA-N",
"smiles": "Cc1c(NC(=O)C(F)(F)F)ccc2ocnc12"
},
"smiles": "Cc1c(NC(=O)C(F)(F)F)ccc2ocnc12",
"reactionStepId": "sa_6356273b929f9ce491086261",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06110952;;481945\",\"rsmi\":\"CCO[CH:16](OCC)OCC.[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[cH:11][cH:12][c:13]([OH:17])[c:14]1[NH2:15]>CO.Cl>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[cH:11][cH:12][c:13]2[c:14]1[n:15][cH:16][o:17]2\"},\"mapped_reaction_smiles\":\"CCO[CH:16](OCC)OCC.[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[cH:11][cH:12][c:13]([OH:17])[c:14]1[NH2:15]>CO.Cl>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[cH:11][cH:12][c:13]2[c:14]1[n:15][cH:16][o:17]2\"}",
"reactionStep": {
"id": "sa_6356273b929f9ce491086261",
"reactionHash": "3848123d796eaafb338c99da2072b6a61ae9fe216ef3f722f4147610b4919977"
},
"children": [
{
"id": "13445",
"routeId": "sa_61504a497c5bf15acf28b7ba",
"moleculeId": "sa_dc98236d967ab0cdbd0fcd04",
"parentId": "13444",
"isLeaf": true,
"molecule": {
"id": "sa_dc98236d967ab0cdbd0fcd04",
"inchikey": "GKASDNZWUGIAMG-UHFFFAOYSA-N",
"smiles": "CCOC(OCC)OCC"
},
"smiles": "CCOC(OCC)OCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13446",
"routeId": "sa_61504a497c5bf15acf28b7ba",
"moleculeId": "sa_628f5294872181927b76cd38",
"parentId": "13444",
"isLeaf": false,
"molecule": {
"id": "sa_628f5294872181927b76cd38",
"inchikey": "IJQLJXVIDKSUII-UHFFFAOYSA-N",
"smiles": "Cc1c(NC(=O)C(F)(F)F)ccc(O)c1N"
},
"smiles": "Cc1c(NC(=O)C(F)(F)F)ccc(O)c1N",
"reactionStepId": "sa_ebfc9f4c2befa4f66dc858f6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06110952;;481944\",\"rsmi\":\"O=[N+:16]([O-])[c:15]1[c:2]([CH3:1])[c:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[cH:11][cH:12][c:13]1[OH:14]>CO.[Pd]>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[cH:11][cH:12][c:13]([OH:14])[c:15]1[NH2:16]\"},\"mapped_reaction_smiles\":\"O=[N+:16]([O-])[c:15]1[c:2]([CH3:1])[c:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[cH:11][cH:12][c:13]1[OH:14]>CO.[Pd]>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[cH:11][cH:12][c:13]([OH:14])[c:15]1[NH2:16]\"}",
"reactionStep": {
"id": "sa_ebfc9f4c2befa4f66dc858f6",
"reactionHash": "7faa0476313fdde6759f8be07ee698576ac92c4ab879d67f6f42c45f81a1b77a"
},
"children": [
{
"id": "13447",
"routeId": "sa_61504a497c5bf15acf28b7ba",
"moleculeId": "sa_ee3c3b27dea57ce867a55c60",
"parentId": "13446",
"isLeaf": false,
"molecule": {
"id": "sa_ee3c3b27dea57ce867a55c60",
"inchikey": "IYMBOMFCHNJZMQ-UHFFFAOYSA-N",
"smiles": "Cc1c(NC(=O)C(F)(F)F)ccc(O)c1[N+](=O)[O-]"
},
"smiles": "Cc1c(NC(=O)C(F)(F)F)ccc(O)c1[N+](=O)[O-]",
"reactionStepId": "sa_3dde6bcb473177f61655b9ee",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06110952;;481943\",\"rsmi\":\"C[O:14][c:13]1[cH:12][cH:11][c:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[c:2]([CH3:1])[c:15]1[N+:16](=[O:17])[O-:18]>BrB(Br)Br.CO.ClCCl.O>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[cH:11][cH:12][c:13]([OH:14])[c:15]1[N+:16](=[O:17])[O-:18]\"},\"mapped_reaction_smiles\":\"C[O:14][c:13]1[cH:12][cH:11][c:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[c:2]([CH3:1])[c:15]1[N+:16](=[O:17])[O-:18]>BrB(Br)Br.CO.ClCCl.O>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[cH:11][cH:12][c:13]([OH:14])[c:15]1[N+:16](=[O:17])[O-:18]\"}",
"reactionStep": {
"id": "sa_3dde6bcb473177f61655b9ee",
"reactionHash": "b1fc8d733d5c682276602989e835bd59cdad659d4d77691fc993fd25d0fed7d9"
},
"children": [
{
"id": "13448",
"routeId": "sa_61504a497c5bf15acf28b7ba",
"moleculeId": "sa_51e0df81a0aa5a3247746d6b",
"parentId": "13447",
"isLeaf": false,
"molecule": {
"id": "sa_51e0df81a0aa5a3247746d6b",
"inchikey": "GJDSCQRCMLWQAH-UHFFFAOYSA-N",
"smiles": "COc1ccc(NC(=O)C(F)(F)F)c(C)c1[N+](=O)[O-]"
},
"smiles": "COc1ccc(NC(=O)C(F)(F)F)c(C)c1[N+](=O)[O-]",
"reactionStepId": "sa_ef4939302e11f29a6e634449",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06110952;;481942\",\"rsmi\":\"O=C(O[C:12](=[O:13])[C:14]([F:15])([F:16])[F:17])C(F)(F)F.[CH3:1][O:2][c:3]1[c:4]([N+:5](=[O:6])[O-:7])[c:8]([CH3:9])[c:10]([NH2:11])[cH:18][cH:19]1>CCN(CC)CC.Cl.ClCCl>[CH3:1][O:2][c:3]1[c:4]([N+:5](=[O:6])[O-:7])[c:8]([CH3:9])[c:10]([NH:11][C:12](=[O:13])[C:14]([F:15])([F:16])[F:17])[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"O=C(O[C:12](=[O:13])[C:14]([F:15])([F:16])[F:17])C(F)(F)F.[CH3:1][O:2][c:3]1[c:4]([N+:5](=[O:6])[O-:7])[c:8]([CH3:9])[c:10]([NH2:11])[cH:18][cH:19]1>CCN(CC)CC.Cl.ClCCl>[CH3:1][O:2][c:3]1[c:4]([N+:5](=[O:6])[O-:7])[c:8]([CH3:9])[c:10]([NH:11][C:12](=[O:13])[C:14]([F:15])([F:16])[F:17])[cH:18][cH:19]1\"}",
"reactionStep": {
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"reactionHash": "8c8f6d17963ff047352313384b65915d717257f315be1ffc353fdfd903fa1871"
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"children": [
{
"id": "13449",
"routeId": "sa_61504a497c5bf15acf28b7ba",
"moleculeId": "sa_13aba86a4bd7dae65951b1c5",
"parentId": "13448",
"isLeaf": true,
"molecule": {
"id": "sa_13aba86a4bd7dae65951b1c5",
"inchikey": "QAEDZJGFFMLHHQ-UHFFFAOYSA-N",
"smiles": "O=C(OC(=O)C(F)(F)F)C(F)(F)F"
},
"smiles": "O=C(OC(=O)C(F)(F)F)C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13450",
"routeId": "sa_61504a497c5bf15acf28b7ba",
"moleculeId": "sa_d1bedca4921266f5bc9b746f",
"parentId": "13448",
"isLeaf": true,
"molecule": {
"id": "sa_d1bedca4921266f5bc9b746f",
"inchikey": "ZBDXBGMOCMCDKQ-UHFFFAOYSA-N",
"smiles": "COc1ccc(N)c(C)c1[N+](=O)[O-]"
},
"smiles": "COc1ccc(N)c(C)c1[N+](=O)[O-]",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
}
]
}
]
}
]
}
]
}
]
},
{
"id": "13451",
"routeId": "sa_61504a497c5bf15acf28b7ba",
"moleculeId": "sa_9d6e2e22f9d099e672c3b9fa",
"parentId": "13440",
"isLeaf": true,
"molecule": {
"id": "sa_9d6e2e22f9d099e672c3b9fa",
"inchikey": "PIICEJLVQHRZGT-UHFFFAOYSA-N",
"smiles": "NCCN"
},
"smiles": "NCCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}