Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C[C@H](CO)Oc1cc(Oc2ccc(C(=O)N3CCC3)cc2F)cc(C(=O)Nc2ccn(C)n2)c1
InChiKey
AKRUGLJLNYJWFQ-OAHLLOKOSA-N
Route Signature
334a006249c70450c5542cb261b20ba35c7119fe43bb86b07ca7e0df3257ddd1
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "cmisc089202pg5idd8le8q0it",
"signature": "334a006249c70450c5542cb261b20ba35c7119fe43bb86b07ca7e0df3257ddd1",
"length": 5,
"isConvergent": true
},
"target": {
"id": "cmisc089202pf5iddvu09xpke",
"benchmarkSetId": "cmisc07hg00005iddmvjgxdau",
"targetId": "n5-01434",
"moleculeId": "c1fahshzay4gz7vsbgzah58b",
"routeLength": 5,
"isConvergent": true,
"metadata": "{}",
"molecule": {
"id": "c1fahshzay4gz7vsbgzah58b",
"inchikey": "AKRUGLJLNYJWFQ-OAHLLOKOSA-N",
"smiles": "C[C@H](CO)Oc1cc(Oc2ccc(C(=O)N3CCC3)cc2F)cc(C(=O)Nc2ccn(C)n2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc089202ph5iddzx7mt2ma",
"routeId": "cmisc089202pg5idd8le8q0it",
"moleculeId": "c1fahshzay4gz7vsbgzah58b",
"parentId": null,
"reactionStepId": "vcrhyryl2rbbrkvo2luhxamm",
"isLeaf": false,
"molecule": {
"id": "c1fahshzay4gz7vsbgzah58b",
"inchikey": "AKRUGLJLNYJWFQ-OAHLLOKOSA-N",
"smiles": "C[C@H](CO)Oc1cc(Oc2ccc(C(=O)N3CCC3)cc2F)cc(C(=O)Nc2ccn(C)n2)c1"
},
"reactionStep": {
"id": "vcrhyryl2rbbrkvo2luhxamm",
"reactionHash": "a4ad8f619f110d7a1fa69aadd6caf2460c04fb518b6cd6a75c20387f91f64f31",
"template": null,
"metadata": "{\"ID\":\"US20080015203A1;0909;538438\",\"rsmi\":\"F[c:21]1[c:22]([F:23])[cH:24][c:25]([C:26](=[O:27])[N:28]2[CH2:29][CH2:30][CH2:31]2)[cH:32][cH:33]1.[CH3:1][C@H:2]([CH2:3][OH:4])[O:5][c:6]1[cH:7][c:8]([C:9](=[O:10])[NH:11][c:12]2[n:13][n:14]([CH3:15])[cH:16][cH:17]2)[cH:18][c:19]([OH:20])[cH:34]1>CC(=O)N(C)C.CC(C)(C)[Si](C)(C)Cl.CN(C)C=O.O.O=C(O)O.[Cs+].[Cs+].c1c[nH]cn1>[CH3:1][C@H:2]([CH2:3][OH:4])[O:5][c:6]1[cH:7][c:8]([C:9](=[O:10])[NH:11][c:12]2[n:13][n:14]([CH3:15])[cH:16][cH:17]2)[cH:18][c:19]([O:20][c:21]2[c:22]([F:23])[cH:24][c:25]([C:26](=[O:27])[N:28]3[CH2:29][CH2:30][CH2:31]3)[cH:32][cH:33]2)[cH:34]1\"}"
},
"children": [
{
"id": "cmisc089302pi5iddp9wxcjct",
"routeId": "cmisc089202pg5idd8le8q0it",
"moleculeId": "pw11sr3ivdli8ffwl87tror1",
"parentId": "cmisc089202ph5iddzx7mt2ma",
"reactionStepId": "e344fsjn9cunkg6ik8le2u5e",
"isLeaf": false,
"molecule": {
"id": "pw11sr3ivdli8ffwl87tror1",
"inchikey": "ZXOMVPKFUTWYBJ-SECBINFHSA-N",
"smiles": "C[C@H](CO)Oc1cc(O)cc(C(=O)Nc2ccn(C)n2)c1"
},
"reactionStep": {
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"reactionHash": "e5c4d1e60262225bdb39f02f613527a23b048bafab367665510bcaba959b0a2f",
"template": null,
"metadata": "{\"ID\":\"US20080015203A1;0913;538439\",\"rsmi\":\"C[O:4][CH2:3][C@@H:2]([CH3:1])[O:5][c:6]1[cH:7][c:8]([C:9](=[O:10])[NH:11][c:12]2[n:13][n:14]([CH3:15])[cH:16][cH:17]2)[cH:18][c:19]([OH:20])[cH:21]1>CC#N.CO.C[Si](C)(C)I.O=C(O)O.O=S(O)(O)=S.[K+].[K+].[Na+].[Na+]>[CH3:1][C@H:2]([CH2:3][OH:4])[O:5][c:6]1[cH:7][c:8]([C:9](=[O:10])[NH:11][c:12]2[n:13][n:14]([CH3:15])[cH:16][cH:17]2)[cH:18][c:19]([OH:20])[cH:21]1\"}"
},
"children": [
{
"id": "cmisc089302pk5iddmuzbli32",
"routeId": "cmisc089202pg5idd8le8q0it",
"moleculeId": "wq2rphllenxkqv7j7hv56b9y",
"parentId": "cmisc089302pi5iddp9wxcjct",
"reactionStepId": "n6akiv3igov88ladfb5irc5k",
"isLeaf": false,
"molecule": {
"id": "wq2rphllenxkqv7j7hv56b9y",
"inchikey": "QHHJDJYERISQPI-SNVBAGLBSA-N",
"smiles": "COC[C@@H](C)Oc1cc(O)cc(C(=O)Nc2ccn(C)n2)c1"
},
"reactionStep": {
"id": "n6akiv3igov88ladfb5irc5k",
"reactionHash": "bb1bbba8506f888b7accf64fe763c19883f0bfc709408b60e75df98bb55e51b6",
"template": null,
"metadata": "{\"ID\":\"US20080015203A1;0916;538440\",\"rsmi\":\"c1ccc(C[O:21][c:20]2[cH:19][c:9]([C:10](=[O:11])[NH:12][c:13]3[n:14][n:15]([CH3:16])[cH:17][cH:18]3)[cH:8][c:7]([O:6][C@@H:4]([CH2:3][O:2][CH3:1])[CH3:5])[cH:22]2)cc1>CCO>[CH3:1][O:2][CH2:3][C@@H:4]([CH3:5])[O:6][c:7]1[cH:8][c:9]([C:10](=[O:11])[NH:12][c:13]2[n:14][n:15]([CH3:16])[cH:17][cH:18]2)[cH:19][c:20]([OH:21])[cH:22]1\"}"
},
"children": [
{
"id": "cmisc089302pn5idda43kpdr7",
"routeId": "cmisc089202pg5idd8le8q0it",
"moleculeId": "hec28edrccfbdki0zuddwapk",
"parentId": "cmisc089302pk5iddmuzbli32",
"reactionStepId": "kh94ce3texaq64bxwrh5983p",
"isLeaf": false,
"molecule": {
"id": "hec28edrccfbdki0zuddwapk",
"inchikey": "DMOUIAJRDYZNLY-MRXNPFEDSA-N",
"smiles": "COC[C@@H](C)Oc1cc(OCc2ccccc2)cc(C(=O)Nc2ccn(C)n2)c1"
},
"reactionStep": {
"id": "kh94ce3texaq64bxwrh5983p",
"reactionHash": "6fe64fecde90cfba3638cbd6ed8c4a075696300aad42f6b640dd021bcc6edea5",
"template": null,
"metadata": "{\"ID\":\"US20080015203A1;0919;538441\",\"rsmi\":\"O[C:10]([c:9]1[cH:8][c:7]([O:6][C@@H:4]([CH2:3][O:2][CH3:1])[CH3:5])[cH:29][c:20]([O:21][CH2:22][c:23]2[cH:24][cH:25][cH:26][cH:27][cH:28]2)[cH:19]1)=[O:11].[NH2:12][c:13]1[n:14][n:15]([CH3:16])[cH:17][cH:18]1>CCN(CC)CC.CN(C)C=O.ClCCl.O=C(Cl)C(=O)Cl>[CH3:1][O:2][CH2:3][C@@H:4]([CH3:5])[O:6][c:7]1[cH:8][c:9]([C:10](=[O:11])[NH:12][c:13]2[n:14][n:15]([CH3:16])[cH:17][cH:18]2)[cH:19][c:20]([O:21][CH2:22][c:23]2[cH:24][cH:25][cH:26][cH:27][cH:28]2)[cH:29]1\"}"
},
"children": [
{
"id": "cmisc089302po5idd0tz3jvgc",
"routeId": "cmisc089202pg5idd8le8q0it",
"moleculeId": "yqeqpevs2srhqb53846p3sp2",
"parentId": "cmisc089302pn5idda43kpdr7",
"reactionStepId": "xakcc675a2lawbp42u3ut2mu",
"isLeaf": false,
"molecule": {
"id": "yqeqpevs2srhqb53846p3sp2",
"inchikey": "PJIAOAQBXXYLRX-CYBMUJFWSA-N",
"smiles": "COC[C@@H](C)Oc1cc(OCc2ccccc2)cc(C(=O)O)c1"
},
"reactionStep": {
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"reactionHash": "25e3413fbdb5dd237857975079db1f4d6d09f2f7ec1b5a25656129bad635f216",
"template": null,
"metadata": "{\"ID\":\"US20080015203A1;0921;538442\",\"rsmi\":\"C[O:12][C:10]([c:9]1[cH:8][c:7]([O:6][C@@H:4]([CH2:3][O:2][CH3:1])[CH3:5])[cH:23][c:14]([O:15][CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[cH:13]1)=[O:11]>C1CCOC1.O.O.[Li+].O>[CH3:1][O:2][CH2:3][C@@H:4]([CH3:5])[O:6][c:7]1[cH:8][c:9]([C:10](=[O:11])[OH:12])[cH:13][c:14]([O:15][CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[cH:23]1\"}"
},
"children": [
{
"id": "cmisc089402pq5iddj8gnl0mw",
"routeId": "cmisc089202pg5idd8le8q0it",
"moleculeId": "l5glilxtrg4e3rg4m3kniqyk",
"parentId": "cmisc089302po5idd0tz3jvgc",
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"isLeaf": true,
"molecule": {
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"inchikey": "JCTASGQIZHOHNP-CQSZACIVSA-N",
"smiles": "COC[C@@H](C)Oc1cc(OCc2ccccc2)cc(C(=O)OC)c1"
},
"reactionStep": null,
"children": []
}
]
},
{
"id": "cmisc089402pp5iddt6d5nxjc",
"routeId": "cmisc089202pg5idd8le8q0it",
"moleculeId": "izqom27yz3ymw8wh1ldw6prw",
"parentId": "cmisc089302pn5idda43kpdr7",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "izqom27yz3ymw8wh1ldw6prw",
"inchikey": "MOGQNVSKBCVIPW-UHFFFAOYSA-N",
"smiles": "Cn1ccc(=N)[nH]1"
},
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "cmisc089302pj5iddp5ve5eho",
"routeId": "cmisc089202pg5idd8le8q0it",
"moleculeId": "uyfoqgxxkzr2jojtjanhhdkx",
"parentId": "cmisc089202ph5iddzx7mt2ma",
"reactionStepId": "ku89470riwdsu118t54k6b1r",
"isLeaf": false,
"molecule": {
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"inchikey": "BOXIOUFIIIWMMF-UHFFFAOYSA-N",
"smiles": "O=C(c1ccc(F)c(F)c1)N1CCC1"
},
"reactionStep": {
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"reactionHash": "867c31bd65f23a8869df9c9d1bfcfb69fd47f5ac5597272f6de7ad6022c81f47",
"template": null,
"metadata": "{\"ID\":\"US20080015203A1;0683;538382\",\"rsmi\":\"O[C:2](=[O:1])[c:3]1[cH:4][c:5]([F:6])[c:7]([F:8])[cH:9][cH:10]1.[NH:11]1[CH2:12][CH2:13][CH2:14]1>CCN(CC)CC.CN(C)C=O.Cl.ClCCl.O=C(Cl)C(=O)Cl>[O:1]=[C:2]([c:3]1[cH:4][c:5]([F:6])[c:7]([F:8])[cH:9][cH:10]1)[N:11]1[CH2:12][CH2:13][CH2:14]1\"}"
},
"children": [
{
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"molecule": {
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"smiles": "C1CNC1"
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{
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"smiles": "O=C(O)c1ccc(F)c(F)c1"
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"children": []
}
]
}
]
}
}