Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOC(=O)/C=C/CC[C@H]1CN(C(=O)OCc2ccccc2)CCN1S(=O)(=O)c1ccccc1
InChiKey
FGOFICNMYQVOTJ-VROYLXGSSA-N
Route Signature
47746ea604ccec99c912fd9db1208b02fa23022a5cfdf2e6e07d0f9eab16f917
Synthesis route with 7 steps
Route tree structure (JSON format)
{
"route": {
"id": "cmisc0axd03xu7qddmmco7en9",
"signature": "47746ea604ccec99c912fd9db1208b02fa23022a5cfdf2e6e07d0f9eab16f917",
"length": 7,
"isConvergent": false
},
"target": {
"id": "cmisc0axd03xt7qdd2y1b2hpc",
"benchmarkSetId": "cmisc09u000007qddhq6eczgb",
"targetId": "n5-00096",
"moleculeId": "eviz2xepqd32lafczbgimz2h",
"routeLength": 7,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "eviz2xepqd32lafczbgimz2h",
"inchikey": "FGOFICNMYQVOTJ-VROYLXGSSA-N",
"smiles": "CCOC(=O)/C=C/CC[C@H]1CN(C(=O)OCc2ccccc2)CCN1S(=O)(=O)c1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc0axe03xv7qddo7kkcl58",
"routeId": "cmisc0axd03xu7qddmmco7en9",
"moleculeId": "eviz2xepqd32lafczbgimz2h",
"parentId": null,
"reactionStepId": "yadptgcj9cx8nfd7brkzp51q",
"isLeaf": false,
"molecule": {
"id": "eviz2xepqd32lafczbgimz2h",
"inchikey": "FGOFICNMYQVOTJ-VROYLXGSSA-N",
"smiles": "CCOC(=O)/C=C/CC[C@H]1CN(C(=O)OCc2ccccc2)CCN1S(=O)(=O)c1ccccc1"
},
"reactionStep": {
"id": "yadptgcj9cx8nfd7brkzp51q",
"reactionHash": "b1bf358bf77c899acc268fb68f277a5dfd10443e77f570c41ce1acfdcd29254b",
"template": null,
"metadata": "{\"ID\":\"US20160159752A1;0710;1890087\",\"rsmi\":\"CCOP(=O)(OCC)[CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5].O=[CH:7][CH2:8][CH2:9][C@H:10]1[CH2:11][N:12]([C:13](=[O:14])[O:15][CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[CH2:23][CH2:24][N:25]1[S:26](=[O:27])(=[O:28])[c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1>C1CCOC1.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])/[CH:6]=[CH:7]/[CH2:8][CH2:9][C@H:10]1[CH2:11][N:12]([C:13](=[O:14])[O:15][CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[CH2:23][CH2:24][N:25]1[S:26](=[O:27])(=[O:28])[c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1\"}"
},
"children": [
{
"id": "cmisc0axe03xw7qddgnb6r6ps",
"routeId": "cmisc0axd03xu7qddmmco7en9",
"moleculeId": "uv8d1qnypfuo4q5oxnqlbuv5",
"parentId": "cmisc0axe03xv7qddo7kkcl58",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "uv8d1qnypfuo4q5oxnqlbuv5",
"inchikey": "GGUBFICZYGKNTD-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CP(=O)(OCC)OCC"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc0axe03xx7qdd3nxc43hf",
"routeId": "cmisc0axd03xu7qddmmco7en9",
"moleculeId": "cjh6mmlwnz80xig8tkwd7sdp",
"parentId": "cmisc0axe03xv7qddo7kkcl58",
"reactionStepId": "y9x8vf9bdd1xj5ytfbdbx4zu",
"isLeaf": false,
"molecule": {
"id": "cjh6mmlwnz80xig8tkwd7sdp",
"inchikey": "VZVKSACCMSSVCS-IBGZPJMESA-N",
"smiles": "O=CCC[C@H]1CN(C(=O)OCc2ccccc2)CCN1S(=O)(=O)c1ccccc1"
},
"reactionStep": {
"id": "y9x8vf9bdd1xj5ytfbdbx4zu",
"reactionHash": "e2f168b9692cebf85f0b9f86e5d1db4471694d4f50ea85324ad98e23806b4262",
"template": null,
"metadata": "{\"ID\":\"US20160159752A1;0708;1890086\",\"rsmi\":\"[OH:1][CH2:2][CH2:3][CH2:4][C@H:5]1[CH2:6][N:7]([C:8](=[O:9])[O:10][CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[CH2:18][CH2:19][N:20]1[S:21](=[O:22])(=[O:23])[c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1>CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.CCOC(C)=O.ClCCl>[O:1]=[CH:2][CH2:3][CH2:4][C@H:5]1[CH2:6][N:7]([C:8](=[O:9])[O:10][CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[CH2:18][CH2:19][N:20]1[S:21](=[O:22])(=[O:23])[c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1\"}"
},
"children": [
{
"id": "cmisc0axe03xy7qddf8250hco",
"routeId": "cmisc0axd03xu7qddmmco7en9",
"moleculeId": "uculd5h2rrgecn2o7fknxnlb",
"parentId": "cmisc0axe03xx7qdd3nxc43hf",
"reactionStepId": "mwccwwqgt4t1wfvtmrb6kr7e",
"isLeaf": false,
"molecule": {
"id": "uculd5h2rrgecn2o7fknxnlb",
"inchikey": "YUMXGXIOEVAJFD-IBGZPJMESA-N",
"smiles": "O=C(OCc1ccccc1)N1CCN(S(=O)(=O)c2ccccc2)[C@@H](CCCO)C1"
},
"reactionStep": {
"id": "mwccwwqgt4t1wfvtmrb6kr7e",
"reactionHash": "af97083206ad871f376292ea22fa4b24f9f3bcd47e027a8c61e5ef51cf4f1295",
"template": null,
"metadata": "{\"ID\":\"US20160159752A1;0706;1890085\",\"rsmi\":\"CC(C)(C)[Si](C)(C)[O:28][CH2:27][CH2:26][CH2:25][C@@H:24]1[N:14]([S:15](=[O:16])(=[O:17])[c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[CH2:13][CH2:12][N:11]([C:2](=[O:1])[O:3][CH2:4][c:5]2[cH:6][cH:7][cH:8][cH:9][cH:10]2)[CH2:29]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.CCOC(C)=O.F>[O:1]=[C:2]([O:3][CH2:4][c:5]1[cH:6][cH:7][cH:8][cH:9][cH:10]1)[N:11]1[CH2:12][CH2:13][N:14]([S:15](=[O:16])(=[O:17])[c:18]2[cH:19][cH:20][cH:21][cH:22][cH:23]2)[C@@H:24]([CH2:25][CH2:26][CH2:27][OH:28])[CH2:29]1\"}"
},
"children": [
{
"id": "cmisc0axe03xz7qdd0at73e4y",
"routeId": "cmisc0axd03xu7qddmmco7en9",
"moleculeId": "ah94o8w0wfkoyii95k8ue0yu",
"parentId": "cmisc0axe03xy7qddf8250hco",
"reactionStepId": "gzcbdbu42usbc0k6hstfk6cz",
"isLeaf": false,
"molecule": {
"id": "ah94o8w0wfkoyii95k8ue0yu",
"inchikey": "URICJIVMKNEVQZ-DEOSSOPVSA-N",
"smiles": "CC(C)(C)[Si](C)(C)OCCC[C@H]1CN(C(=O)OCc2ccccc2)CCN1S(=O)(=O)c1ccccc1"
},
"reactionStep": {
"id": "gzcbdbu42usbc0k6hstfk6cz",
"reactionHash": "beaa493207ee55cfbd45425b9550875246abf811fb9d386698cc690760155409",
"template": null,
"metadata": "{\"ID\":\"US20160159752A1;0704;1890084\",\"rsmi\":\"Cl[C:15](=[O:16])[O:17][CH2:18][c:19]1[cH:20][cH:21][cH:22][cH:23][cH:24]1.[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][CH2:9][CH2:10][CH2:11][C@H:12]1[CH2:13][NH:14][CH2:25][CH2:26][N:27]1[S:28](=[O:29])(=[O:30])[c:31]1[cH:32][cH:33][cH:34][cH:35][cH:36]1>ClCCl>[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][CH2:9][CH2:10][CH2:11][C@H:12]1[CH2:13][N:14]([C:15](=[O:16])[O:17][CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[CH2:25][CH2:26][N:27]1[S:28](=[O:29])(=[O:30])[c:31]1[cH:32][cH:33][cH:34][cH:35][cH:36]1\"}"
},
"children": [
{
"id": "cmisc0axf03y07qdd2yxz2jcq",
"routeId": "cmisc0axd03xu7qddmmco7en9",
"moleculeId": "xaqrqnp9d12146muex8m65en",
"parentId": "cmisc0axe03xz7qdd0at73e4y",
"reactionStepId": "mlqe4wtrpodt91uxh18b8iz5",
"isLeaf": false,
"molecule": {
"id": "xaqrqnp9d12146muex8m65en",
"inchikey": "BHYGUPGSCMOYKD-KRWDZBQOSA-N",
"smiles": "CC(C)(C)[Si](C)(C)OCCC[C@H]1CNCCN1S(=O)(=O)c1ccccc1"
},
"reactionStep": {
"id": "mlqe4wtrpodt91uxh18b8iz5",
"reactionHash": "1ee27290f0bb431f95da5be40e7a77dac3c54cf4ed0593c978871b74839875b2",
"template": null,
"metadata": "{\"ID\":\"US20160159752A1;0702;1890083\",\"rsmi\":\"c1ccc(C[N:14]2[CH2:13][C@H:12]([CH2:11][CH2:10][CH2:9][O:8][Si:5]([C:2]([CH3:1])([CH3:3])[CH3:4])([CH3:6])[CH3:7])[N:17]([S:18](=[O:19])(=[O:20])[c:21]3[cH:22][cH:23][cH:24][cH:25][cH:26]3)[CH2:16][CH2:15]2)cc1>CO.[H][H].O.O.[Pd+2]>[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][CH2:9][CH2:10][CH2:11][C@H:12]1[CH2:13][NH:14][CH2:15][CH2:16][N:17]1[S:18](=[O:19])(=[O:20])[c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1\"}"
},
"children": [
{
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"routeId": "cmisc0axd03xu7qddmmco7en9",
"moleculeId": "qjrlhfuvvorzl4nx2clvlhqq",
"parentId": "cmisc0axf03y07qdd2yxz2jcq",
"reactionStepId": "ah80d4tccdkr9eiokod9x3ko",
"isLeaf": false,
"molecule": {
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"inchikey": "REFNINWEODNXJE-DEOSSOPVSA-N",
"smiles": "CC(C)(C)[Si](C)(C)OCCC[C@H]1CN(Cc2ccccc2)CCN1S(=O)(=O)c1ccccc1"
},
"reactionStep": {
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"reactionHash": "8c1d6e0d1adcfad55b55800a172145fddf4c3d41fd202433c31ea4c53b0aaca3",
"template": null,
"metadata": "{\"ID\":\"US20160159752A1;0700;1890082\",\"rsmi\":\"Cl[S:25](=[O:26])(=[O:27])[c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1.[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][CH2:9][CH2:10][CH2:11][C@H:12]1[CH2:13][N:14]([CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[CH2:22][CH2:23][NH:24]1>ClCCl>[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][CH2:9][CH2:10][CH2:11][C@H:12]1[CH2:13][N:14]([CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[CH2:22][CH2:23][N:24]1[S:25](=[O:26])(=[O:27])[c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1\"}"
},
"children": [
{
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"routeId": "cmisc0axd03xu7qddmmco7en9",
"moleculeId": "x2odglhpdsbqivmwgpsimnva",
"parentId": "cmisc0axf03y27qddr7j4kd5t",
"reactionStepId": "d03gmx6xgjpdauff27syeioq",
"isLeaf": false,
"molecule": {
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"inchikey": "PGWFOYCNMBXGOZ-IBGZPJMESA-N",
"smiles": "CC(C)(C)[Si](C)(C)OCCC[C@H]1CN(Cc2ccccc2)CCN1"
},
"reactionStep": {
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"reactionHash": "536712dd3bcbc606150dfb27f66156145505396b6a95ae0633b1b79de4d5761b",
"template": null,
"metadata": "{\"ID\":\"US20160159752A1;0698;1890081\",\"rsmi\":\"Cl[Si:5]([C:2]([CH3:1])([CH3:3])[CH3:4])([CH3:6])[CH3:7].[OH:8][CH2:9][CH2:10][CH2:11][C@H:12]1[CH2:13][N:14]([CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[CH2:22][CH2:23][NH:24]1>ClCCl.c1c[nH]cn1>[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][CH2:9][CH2:10][CH2:11][C@H:12]1[CH2:13][N:14]([CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[CH2:22][CH2:23][NH:24]1\"}"
},
"children": [
{
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"molecule": {
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"smiles": "CC(C)(C)[Si](C)(C)Cl"
},
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"children": []
},
{
"id": "cmisc0axf03y67qddupnjh4mw",
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"smiles": "OCCC[C@H]1CN(Cc2ccccc2)CCN1"
},
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}
]
},
{
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"molecule": {
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"inchikey": "CSKNSYBAZOQPLR-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Cl)c1ccccc1"
},
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}
]
}
]
},
{
"id": "cmisc0axf03y17qddkq4kvk3u",
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"moleculeId": "ajpye5etjcbvu8nzkwwrcytx",
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"molecule": {
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"smiles": "O=C(Cl)OCc1ccccc1"
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}
]
}
]
}
]
}
]
}
}