Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(C(C)C(=O)NCc2ccc(C(F)(F)F)nc2N2CCCC2)ccc1CNS(C)(=O)=O
InChiKey
HRJSGGWXLOJFAA-UHFFFAOYSA-N
Route Signature
c05ebb210598303e30be6128d6bcecbd011ba49ca07be29e769a183debacd8a1
Synthesis route with 7 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_717c8feb3336e0d99a60b236",
"signature": "c05ebb210598303e30be6128d6bcecbd011ba49ca07be29e769a183debacd8a1",
"contentHash": "d81252b908735727b4f9fa089f9faf085e77cd931ee9dd4b2134abbb265f2a11",
"length": 7,
"isConvergent": false
},
"target": {
"id": "sa_336cfefe438a9de11435f956",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00313",
"moleculeId": "sa_1a9a7f849d576c18516c61f6",
"smiles": "Cc1cc(C(C)C(=O)NCc2ccc(C(F)(F)F)nc2N2CCCC2)ccc1CNS(C)(=O)=O",
"routeLength": 7,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_1a9a7f849d576c18516c61f6",
"inchikey": "HRJSGGWXLOJFAA-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(C)C(=O)NCc2ccc(C(F)(F)F)nc2N2CCCC2)ccc1CNS(C)(=O)=O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13010",
"routeId": "sa_717c8feb3336e0d99a60b236",
"moleculeId": "sa_1a9a7f849d576c18516c61f6",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_1a9a7f849d576c18516c61f6",
"inchikey": "HRJSGGWXLOJFAA-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(C)C(=O)NCc2ccc(C(F)(F)F)nc2N2CCCC2)ccc1CNS(C)(=O)=O"
},
"smiles": "Cc1cc(C(C)C(=O)NCc2ccc(C(F)(F)F)nc2N2CCCC2)ccc1CNS(C)(=O)=O",
"reactionStepId": "sa_fc38fd937f50653643093e8a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130079320A1;0582;1348953\",\"rsmi\":\"Cl[S:6]([CH3:7])(=[O:8])=[O:9].[CH3:1][c:2]1[c:3]([CH2:4][NH2:5])[cH:10][cH:11][c:12]([CH:13]([CH3:14])[C:15](=[O:16])[NH:17][CH2:18][c:19]2[cH:20][cH:21][c:22]([C:23]([F:24])([F:25])[F:26])[n:27][c:28]2[N:29]2[CH2:30][CH2:31][CH2:32][CH2:33]2)[cH:34]1>CCOC(C)=O.c1ccncc1>[CH3:1][c:2]1[c:3]([CH2:4][NH:5][S:6]([CH3:7])(=[O:8])=[O:9])[cH:10][cH:11][c:12]([CH:13]([CH3:14])[C:15](=[O:16])[NH:17][CH2:18][c:19]2[cH:20][cH:21][c:22]([C:23]([F:24])([F:25])[F:26])[n:27][c:28]2[N:29]2[CH2:30][CH2:31][CH2:32][CH2:33]2)[cH:34]1\"},\"mapped_reaction_smiles\":\"Cl[S:6]([CH3:7])(=[O:8])=[O:9].[CH3:1][c:2]1[c:3]([CH2:4][NH2:5])[cH:10][cH:11][c:12]([CH:13]([CH3:14])[C:15](=[O:16])[NH:17][CH2:18][c:19]2[cH:20][cH:21][c:22]([C:23]([F:24])([F:25])[F:26])[n:27][c:28]2[N:29]2[CH2:30][CH2:31][CH2:32][CH2:33]2)[cH:34]1>CCOC(C)=O.c1ccncc1>[CH3:1][c:2]1[c:3]([CH2:4][NH:5][S:6]([CH3:7])(=[O:8])=[O:9])[cH:10][cH:11][c:12]([CH:13]([CH3:14])[C:15](=[O:16])[NH:17][CH2:18][c:19]2[cH:20][cH:21][c:22]([C:23]([F:24])([F:25])[F:26])[n:27][c:28]2[N:29]2[CH2:30][CH2:31][CH2:32][CH2:33]2)[cH:34]1\"}",
"reactionStep": {
"id": "sa_fc38fd937f50653643093e8a",
"reactionHash": "4311306e6a9f8ec1ab496272a6176e5016a9503338d785bd6d4a823c4eb64d8c"
},
"children": [
{
"id": "13011",
"routeId": "sa_717c8feb3336e0d99a60b236",
"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "13010",
"isLeaf": true,
"molecule": {
"id": "sa_d2a31ea58046b00856f61ca5",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"smiles": "CS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13012",
"routeId": "sa_717c8feb3336e0d99a60b236",
"moleculeId": "sa_9ed8d1b7d483747598ea669b",
"parentId": "13010",
"isLeaf": false,
"molecule": {
"id": "sa_9ed8d1b7d483747598ea669b",
"inchikey": "VRFNLWVCJDVBQA-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(C)C(=O)NCc2ccc(C(F)(F)F)nc2N2CCCC2)ccc1CN"
},
"smiles": "Cc1cc(C(C)C(=O)NCc2ccc(C(F)(F)F)nc2N2CCCC2)ccc1CN",
"reactionStepId": "sa_f4e02d6f701837c3e514aeaa",
"template": null,
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"reactionStep": {
"id": "sa_f4e02d6f701837c3e514aeaa",
"reactionHash": "8fdb6766497a6cc28d292fe359eb3905a72885a6fd784178140cf54dd694f716"
},
"children": [
{
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"moleculeId": "sa_689d93d9233a38330a1cd97f",
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"isLeaf": false,
"molecule": {
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"inchikey": "YNNNSWASRVUUJF-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(C)C(=O)NCc2ccc(C(F)(F)F)nc2N2CCCC2)ccc1C#N"
},
"smiles": "Cc1cc(C(C)C(=O)NCc2ccc(C(F)(F)F)nc2N2CCCC2)ccc1C#N",
"reactionStepId": "sa_a5a2200adb50a076c9bb18d0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130079320A1;0580;1348951\",\"rsmi\":\"O[C:11]([CH:9]([c:8]1[cH:7][cH:6][c:3]([C:4]#[N:5])[c:2]([CH3:1])[cH:30]1)[CH3:10])=[O:12].[NH2:13][CH2:14][c:15]1[cH:16][cH:17][c:18]([C:19]([F:20])([F:21])[F:22])[n:23][c:24]1[N:25]1[CH2:26][CH2:27][CH2:28][CH2:29]1>CC#N.CCN(CC)CC.CCN=C=NCCCN(C)C.CCOC(C)=O.On1nnc2ccccc21>[CH3:1][c:2]1[c:3]([C:4]#[N:5])[cH:6][cH:7][c:8]([CH:9]([CH3:10])[C:11](=[O:12])[NH:13][CH2:14][c:15]2[cH:16][cH:17][c:18]([C:19]([F:20])([F:21])[F:22])[n:23][c:24]2[N:25]2[CH2:26][CH2:27][CH2:28][CH2:29]2)[cH:30]1\"},\"mapped_reaction_smiles\":\"O[C:11]([CH:9]([c:8]1[cH:7][cH:6][c:3]([C:4]#[N:5])[c:2]([CH3:1])[cH:30]1)[CH3:10])=[O:12].[NH2:13][CH2:14][c:15]1[cH:16][cH:17][c:18]([C:19]([F:20])([F:21])[F:22])[n:23][c:24]1[N:25]1[CH2:26][CH2:27][CH2:28][CH2:29]1>CC#N.CCN(CC)CC.CCN=C=NCCCN(C)C.CCOC(C)=O.On1nnc2ccccc21>[CH3:1][c:2]1[c:3]([C:4]#[N:5])[cH:6][cH:7][c:8]([CH:9]([CH3:10])[C:11](=[O:12])[NH:13][CH2:14][c:15]2[cH:16][cH:17][c:18]([C:19]([F:20])([F:21])[F:22])[n:23][c:24]2[N:25]2[CH2:26][CH2:27][CH2:28][CH2:29]2)[cH:30]1\"}",
"reactionStep": {
"id": "sa_a5a2200adb50a076c9bb18d0",
"reactionHash": "abe8eb4bff92425d770a418f22481d6edacc45fd264d8513f16ffd12fb92d133"
},
"children": [
{
"id": "13014",
"routeId": "sa_717c8feb3336e0d99a60b236",
"moleculeId": "sa_a1f19814d87a884fb6f25765",
"parentId": "13013",
"isLeaf": true,
"molecule": {
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"inchikey": "PLNWWFYNAQIBJS-UHFFFAOYSA-N",
"smiles": "NCc1ccc(C(F)(F)F)nc1N1CCCC1"
},
"smiles": "NCc1ccc(C(F)(F)F)nc1N1CCCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
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},
{
"id": "13015",
"routeId": "sa_717c8feb3336e0d99a60b236",
"moleculeId": "sa_d2b51427353265942b61a2b1",
"parentId": "13013",
"isLeaf": false,
"molecule": {
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"inchikey": "UEXWXFMDPPFIBC-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(C)C(=O)O)ccc1C#N"
},
"smiles": "Cc1cc(C(C)C(=O)O)ccc1C#N",
"reactionStepId": "sa_29ba5b32d1807ff421d96165",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130079320A1;0579;1348950\",\"rsmi\":\"CC[O:13][C:11]([CH:9]([c:8]1[cH:7][cH:6][c:3]([C:4]#[N:5])[c:2]([CH3:1])[cH:14]1)[CH3:10])=[O:12]>C1CCOC1.CC(=O)O.CCOC(C)=O.O.[Na+].O>[CH3:1][c:2]1[c:3]([C:4]#[N:5])[cH:6][cH:7][c:8]([CH:9]([CH3:10])[C:11](=[O:12])[OH:13])[cH:14]1\"},\"mapped_reaction_smiles\":\"CC[O:13][C:11]([CH:9]([c:8]1[cH:7][cH:6][c:3]([C:4]#[N:5])[c:2]([CH3:1])[cH:14]1)[CH3:10])=[O:12]>C1CCOC1.CC(=O)O.CCOC(C)=O.O.[Na+].O>[CH3:1][c:2]1[c:3]([C:4]#[N:5])[cH:6][cH:7][c:8]([CH:9]([CH3:10])[C:11](=[O:12])[OH:13])[cH:14]1\"}",
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"children": [
{
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"moleculeId": "sa_48409cad118874165cc730ea",
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"molecule": {
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"inchikey": "KFRZTXOVKPSHCH-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(C)c1ccc(C#N)c(C)c1"
},
"smiles": "CCOC(=O)C(C)c1ccc(C#N)c(C)c1",
"reactionStepId": "sa_c9cb74fb5ffce144680acc62",
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"metadata": "{\"annotations\":{\"ID\":\"US20130079320A1;0578;1348949\",\"rsmi\":\"I[c:12]1[c:10]([CH3:11])[cH:9][c:8]([CH:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH3:7])[cH:16][cH:15]1.[CH:13]#[N:14]>CN(C)C=O.C#N.[Pd].[Zn+2].c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([CH3:7])[c:8]1[cH:9][c:10]([CH3:11])[c:12]([C:13]#[N:14])[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"I[c:12]1[c:10]([CH3:11])[cH:9][c:8]([CH:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH3:7])[cH:16][cH:15]1.[CH:13]#[N:14]>CN(C)C=O.C#N.[Pd].[Zn+2].c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([CH3:7])[c:8]1[cH:9][c:10]([CH3:11])[c:12]([C:13]#[N:14])[cH:15][cH:16]1\"}",
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{
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},
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},
{
"id": "13021",
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"molecule": {
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