Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COCCCOc1cc(C(=O)N(C[C@@H]2CNC[C@H]2CNC(C)C)C(C)C)ccc1OC
InChiKey
JIUKABDJISJVBB-SFTDATJTSA-N
Route Content Hash
fd34249d09a0243f9d08678a1a3f692e50741711089309b9044bf75a7290912f
Route Signature
67eb5d74bf6eed4d5ed4220eafde19f09a94264c766e03a81d280260edecdfdf
Synthesis route with 8 steps (convergent)
Scroll to zoom. Drag to pan. Nodes marked in green are in stock.
Route tree structure (JSON format)
{
"route": {
"id": "cmisc045u00kl3oddnfojbgwv",
"signature": "67eb5d74bf6eed4d5ed4220eafde19f09a94264c766e03a81d280260edecdfdf",
"contentHash": "fd34249d09a0243f9d08678a1a3f692e50741711089309b9044bf75a7290912f",
"length": 8,
"isConvergent": true
},
"target": {
"id": "cmisc045u00kk3oddmk8anzmc",
"benchmarkSetId": "cmisc03z600003oddt8xnrkvq",
"targetId": "n5-04729",
"moleculeId": "vchrj9b83s950utjkpi4vujc",
"routeLength": 8,
"isConvergent": true,
"metadata": "{}",
"molecule": {
"id": "vchrj9b83s950utjkpi4vujc",
"inchikey": "JIUKABDJISJVBB-SFTDATJTSA-N",
"smiles": "COCCCOc1cc(C(=O)N(C[C@@H]2CNC[C@H]2CNC(C)C)C(C)C)ccc1OC"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc045v00km3odd5piw973u",
"routeId": "cmisc045u00kl3oddnfojbgwv",
"moleculeId": "vchrj9b83s950utjkpi4vujc",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20080194549A1;0555;600165\",\"rsmi\":\"CC(C)(C)OC(=O)[N:20]1[CH2:19][C@@H:18]([CH2:17][N:16]([C:14]([c:13]2[cH:12][cH:11][c:8]([O:9][CH3:10])[c:7]([O:6][CH2:5][CH2:4][CH2:3][O:2][CH3:1])[cH:31]2)=[O:15])[CH:28]([CH3:29])[CH3:30])[C@H:22]([CH:23]=O)[CH2:21]1.[NH2:24][CH:25]([CH3:26])[CH3:27]>CO.ClCCl.B.[Na+]>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][O:6][c:7]1[c:8]([O:9][CH3:10])[cH:11][cH:12][c:13]([C:14](=[O:15])[N:16]([CH2:17][C@@H:18]2[CH2:19][NH:20][CH2:21][C@H:22]2[CH2:23][NH:24][CH:25]([CH3:26])[CH3:27])[CH:28]([CH3:29])[CH3:30])[cH:31]1\"}",
"molecule": {
"id": "vchrj9b83s950utjkpi4vujc",
"inchikey": "JIUKABDJISJVBB-SFTDATJTSA-N",
"smiles": "COCCCOc1cc(C(=O)N(C[C@@H]2CNC[C@H]2CNC(C)C)C(C)C)ccc1OC"
},
"children": [
{
"id": "cmisc045v00kn3oddyz1oxv1b",
"routeId": "cmisc045u00kl3oddnfojbgwv",
"moleculeId": "wmnl6in2802zw23wktplo34h",
"parentId": "cmisc045v00km3odd5piw973u",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "wmnl6in2802zw23wktplo34h",
"inchikey": "JJWLVOIRVHMVIS-UHFFFAOYSA-N",
"smiles": "CC(C)N"
},
"children": []
},
{
"id": "cmisc045v00ko3odd7ahm4020",
"routeId": "cmisc045u00kl3oddnfojbgwv",
"moleculeId": "e5jd10l5bkw14vwe5c1aupak",
"parentId": "cmisc045v00km3odd5piw973u",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20080194549A1;0496;600137\",\"rsmi\":\"[CH3:1][O:2][CH2:3][CH2:4][CH2:5][O:6][c:7]1[c:8]([O:9][CH3:10])[cH:11][cH:12][c:13]([C:14](=[O:15])[N:16]([CH2:17][C@@H:18]2[CH2:19][N:20]([C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[CH2:28][C@H:29]2[CH2:30][OH:31])[CH:32]([CH3:33])[CH3:34])[cH:35]1>CC#N.CC#N.O.O>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][O:6][c:7]1[c:8]([O:9][CH3:10])[cH:11][cH:12][c:13]([C:14](=[O:15])[N:16]([CH2:17][C@@H:18]2[CH2:19][N:20]([C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[CH2:28][C@H:29]2[CH:30]=[O:31])[CH:32]([CH3:33])[CH3:34])[cH:35]1\"}",
"molecule": {
"id": "e5jd10l5bkw14vwe5c1aupak",
"inchikey": "XSRDWEQTQUZULZ-SFTDATJTSA-N",
"smiles": "COCCCOc1cc(C(=O)N(C[C@@H]2CN(C(=O)OC(C)(C)C)C[C@H]2C=O)C(C)C)ccc1OC"
},
"children": [
{
"id": "cmisc045w00kp3odd7kl4uteq",
"routeId": "cmisc045u00kl3oddnfojbgwv",
"moleculeId": "f1g4dyjqblbje6vhsfjhzm62",
"parentId": "cmisc045v00ko3odd7ahm4020",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20080194549A1;0458;600121\",\"rsmi\":\"O=[C:30]([C@H:29]1[C@H:18]([CH2:17][N:16]([C:14]([c:13]2[cH:12][cH:11][c:8]([O:9][CH3:10])[c:7]([O:6][CH2:5][CH2:4][CH2:3][O:2][CH3:1])[cH:35]2)=[O:15])[CH:32]([CH3:33])[CH3:34])[CH2:19][N:20]([C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[CH2:28]1)[OH:31]>B.C1CCOC1.CO.CSC>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][O:6][c:7]1[c:8]([O:9][CH3:10])[cH:11][cH:12][c:13]([C:14](=[O:15])[N:16]([CH2:17][C@@H:18]2[CH2:19][N:20]([C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[CH2:28][C@H:29]2[CH2:30][OH:31])[CH:32]([CH3:33])[CH3:34])[cH:35]1\"}",
"molecule": {
"id": "f1g4dyjqblbje6vhsfjhzm62",
"inchikey": "DMRKGDVOGDVRHD-SFTDATJTSA-N",
"smiles": "COCCCOc1cc(C(=O)N(C[C@@H]2CN(C(=O)OC(C)(C)C)C[C@H]2CO)C(C)C)ccc1OC"
},
"children": [
{
"id": "cmisc045w00kq3odduv7hetsc",
"routeId": "cmisc045u00kl3oddnfojbgwv",
"moleculeId": "x5lqvjbyac9uuwuqxl7j74d0",
"parentId": "cmisc045w00kp3odd7kl4uteq",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20080194549A1;0447;600116\",\"rsmi\":\"CC[O:32][C:30]([C@H:29]1[C@H:18]([CH2:17][N:16]([C:14]([c:13]2[cH:12][cH:11][c:8]([O:9][CH3:10])[c:7]([O:6][CH2:5][CH2:4][CH2:3][O:2][CH3:1])[cH:36]2)=[O:15])[CH:33]([CH3:34])[CH3:35])[CH2:19][N:20]([C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[CH2:28]1)=[O:31]>CO.Cl.ClCCl.O.[Li]O>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][O:6][c:7]1[c:8]([O:9][CH3:10])[cH:11][cH:12][c:13]([C:14](=[O:15])[N:16]([CH2:17][C@@H:18]2[CH2:19][N:20]([C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[CH2:28][C@H:29]2[C:30](=[O:31])[OH:32])[CH:33]([CH3:34])[CH3:35])[cH:36]1\"}",
"molecule": {
"id": "x5lqvjbyac9uuwuqxl7j74d0",
"inchikey": "SRTMXVSGERQBMI-VQTJNVASSA-N",
"smiles": "COCCCOc1cc(C(=O)N(C[C@@H]2CN(C(=O)OC(C)(C)C)C[C@H]2C(=O)O)C(C)C)ccc1OC"
},
"children": [
{
"id": "cmisc045w00kr3oddrg99x3ba",
"routeId": "cmisc045u00kl3oddnfojbgwv",
"moleculeId": "oo46yuabfhxlpp8jwg2rtdd6",
"parentId": "cmisc045w00kq3odduv7hetsc",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20080194549A1;0446;600115\",\"rsmi\":\"O[C:20](=[O:21])[c:22]1[cH:23][c:24]([O:25][CH2:26][CH2:27][CH2:28][O:29][CH3:30])[c:31]([O:32][CH3:33])[cH:34][cH:35]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[C@@H:6]1[CH2:7][N:8]([C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[CH2:16][C@H:17]1[CH2:18][NH:19][CH:36]([CH3:37])[CH3:38]>CCN(CC)CC.ClCCl.O=C1OCCN1P(=O)(Cl)N1CCOC1=O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C@@H:6]1[CH2:7][N:8]([C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[CH2:16][C@H:17]1[CH2:18][N:19]([C:20](=[O:21])[c:22]1[cH:23][c:24]([O:25][CH2:26][CH2:27][CH2:28][O:29][CH3:30])[c:31]([O:32][CH3:33])[cH:34][cH:35]1)[CH:36]([CH3:37])[CH3:38]\"}",
"molecule": {
"id": "oo46yuabfhxlpp8jwg2rtdd6",
"inchikey": "BRZPMQSSPMKSSR-FCHUYYIVSA-N",
"smiles": "CCOC(=O)[C@@H]1CN(C(=O)OC(C)(C)C)C[C@H]1CN(C(=O)c1ccc(OC)c(OCCCOC)c1)C(C)C"
},
"children": [
{
"id": "cmisc045w00ks3oddyh72pnzi",
"routeId": "cmisc045u00kl3oddnfojbgwv",
"moleculeId": "ryxzpewmg7oxvbzicclr7w00",
"parentId": "cmisc045w00kr3oddrg99x3ba",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20080194549A1;0445;600114\",\"rsmi\":\"O=[CH:18][C@H:17]1[C@H:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:7][N:8]([C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[CH2:16]1.[NH2:19][CH:20]([CH3:21])[CH3:22]>CC(=O)OB(OC(C)=O)OC(C)=O.ClCCCl.ClCCl.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C@@H:6]1[CH2:7][N:8]([C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[CH2:16][C@H:17]1[CH2:18][NH:19][CH:20]([CH3:21])[CH3:22]\"}",
"molecule": {
"id": "ryxzpewmg7oxvbzicclr7w00",
"inchikey": "AEIJVJDVDHZUSB-CHWSQXEVSA-N",
"smiles": "CCOC(=O)[C@@H]1CN(C(=O)OC(C)(C)C)C[C@H]1CNC(C)C"
},
"children": [
{
"id": "cmisc045w00ku3oddl36wzl0y",
"routeId": "cmisc045u00kl3oddnfojbgwv",
"moleculeId": "wmnl6in2802zw23wktplo34h",
"parentId": "cmisc045w00ks3oddyh72pnzi",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "wmnl6in2802zw23wktplo34h",
"inchikey": "JJWLVOIRVHMVIS-UHFFFAOYSA-N",
"smiles": "CC(C)N"
},
"children": []
},
{
"id": "cmisc045w00kv3oddn7aibok9",
"routeId": "cmisc045u00kl3oddnfojbgwv",
"moleculeId": "ztj05x45dqhp5ec4n9dd01hi",
"parentId": "cmisc045w00ks3oddyh72pnzi",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20080194549A1;0444;600113\",\"rsmi\":\"[CH3:1][CH2:2][O:3][C:4](=[O:5])[C@@H:6]1[CH2:7][N:8]([C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[CH2:16][C@H:17]1[CH2:18][OH:19]>CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.CCOCC.ClCCl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C@@H:6]1[CH2:7][N:8]([C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[CH2:16][C@H:17]1[CH:18]=[O:19]\"}",
"molecule": {
"id": "ztj05x45dqhp5ec4n9dd01hi",
"inchikey": "FRUXNDCWQMESII-VHSXEESVSA-N",
"smiles": "CCOC(=O)[C@@H]1CN(C(=O)OC(C)(C)C)C[C@H]1C=O"
},
"children": [
{
"id": "cmisc045x00kx3oddcierfg6e",
"routeId": "cmisc045u00kl3oddnfojbgwv",
"moleculeId": "nykbzrgmx4yszrv09r9fq814",
"parentId": "cmisc045w00kv3oddn7aibok9",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20080194549A1;0443;600112\",\"rsmi\":\"O=[C:18]([C@H:17]1[C@H:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:7][N:8]([C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[CH2:16]1)[OH:19]>B.C1CCOC1.CO.CSC>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C@@H:6]1[CH2:7][N:8]([C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[CH2:16][C@H:17]1[CH2:18][OH:19]\"}",
"molecule": {
"id": "nykbzrgmx4yszrv09r9fq814",
"inchikey": "FGWPJHBNKZAGQO-VHSXEESVSA-N",
"smiles": "CCOC(=O)[C@@H]1CN(C(=O)OC(C)(C)C)C[C@H]1CO"
},
"children": [
{
"id": "cmisc045x00l03oddptc0jixq",
"routeId": "cmisc045u00kl3oddnfojbgwv",
"moleculeId": "mao82krbijhtt465fc9c1au0",
"parentId": "cmisc045x00kx3oddcierfg6e",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "mao82krbijhtt465fc9c1au0",
"inchikey": "BHOJIKSQYLVZHD-RKDXNWHRSA-N",
"smiles": "CCOC(=O)[C@@H]1CN(C(=O)OC(C)(C)C)C[C@H]1C(=O)O"
},
"children": []
}
]
}
]
}
]
},
{
"id": "cmisc045w00kt3oddy14vu77p",
"routeId": "cmisc045u00kl3oddnfojbgwv",
"moleculeId": "nzr4joa13t4d2jam8wiukn93",
"parentId": "cmisc045w00kr3oddrg99x3ba",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20080194549A1;0451;600119\",\"rsmi\":\"C[O:16][C:14]([c:13]1[cH:12][cH:11][c:8]([O:9][CH3:10])[c:7]([O:6][CH2:5][CH2:4][CH2:3][O:2][CH3:1])[cH:17]1)=[O:15]>CO.[Na+].O>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][O:6][c:7]1[c:8]([O:9][CH3:10])[cH:11][cH:12][c:13]([C:14](=[O:15])[OH:16])[cH:17]1\"}",
"molecule": {
"id": "nzr4joa13t4d2jam8wiukn93",
"inchikey": "BSMIUCOCVISYDX-UHFFFAOYSA-N",
"smiles": "COCCCOc1cc(C(=O)O)ccc1OC"
},
"children": [
{
"id": "cmisc045x00kw3oddsibpd6yz",
"routeId": "cmisc045u00kl3oddnfojbgwv",
"moleculeId": "o9acik0isfs6s97x4odhomyo",
"parentId": "cmisc045w00kt3oddy14vu77p",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20080194549A1;0450;600118\",\"rsmi\":\"Br[CH2:5][CH2:4][CH2:3][O:2][CH3:1].[OH:6][c:7]1[c:8]([O:9][CH3:10])[cH:11][cH:12][c:13]([C:14](=[O:15])[O:16][CH3:17])[cH:18]1>CC#N.O=C(O)O.[K+].[K+]>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][O:6][c:7]1[c:8]([O:9][CH3:10])[cH:11][cH:12][c:13]([C:14](=[O:15])[O:16][CH3:17])[cH:18]1\"}",
"molecule": {
"id": "o9acik0isfs6s97x4odhomyo",
"inchikey": "SBPRKAHKBBKLMI-UHFFFAOYSA-N",
"smiles": "COCCCOc1cc(C(=O)OC)ccc1OC"
},
"children": [
{
"id": "cmisc045x00ky3odd5l5oxung",
"routeId": "cmisc045u00kl3oddnfojbgwv",
"moleculeId": "spg60ip0dein7fvkl120hrf9",
"parentId": "cmisc045x00kw3oddsibpd6yz",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "spg60ip0dein7fvkl120hrf9",
"inchikey": "QXOXUEFXRSIYSW-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(OC)c(O)c1"
},
"children": []
},
{
"id": "cmisc045x00kz3oddvpirs4bi",
"routeId": "cmisc045u00kl3oddnfojbgwv",
"moleculeId": "uw3pjmqwot9c2y5srkuv8rxx",
"parentId": "cmisc045x00kw3oddsibpd6yz",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "uw3pjmqwot9c2y5srkuv8rxx",
"inchikey": "CEVMYGZHEJSOHZ-UHFFFAOYSA-N",
"smiles": "COCCCBr"
},
"children": []
}
]
}
]
}
]
}
]
}
]
}
]
}
]
}
}