Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCC(C)(NC(=O)c1cc(Cl)c2ccccc2c1OCC1CCN(C(C)C)CC1)C(=O)O
InChiKey
VTPDANIXSRUXCI-UHFFFAOYSA-N
Route Signature
2bb686c9f42fce119844f896a64e4bf471eee9a23eef740bbb3038461091bb6f
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_2db278b37e5a1a8fda46dc70",
"signature": "2bb686c9f42fce119844f896a64e4bf471eee9a23eef740bbb3038461091bb6f",
"contentHash": "1f491b131d7c383dcfd304d6eba98a28b042518ed2515e66c3a3c8fda329b887",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_df0acdb83623c14cae5e57c0",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-04891",
"moleculeId": "sa_0dcdfefca13a5527463763af",
"smiles": "CCC(C)(NC(=O)c1cc(Cl)c2ccccc2c1OCC1CCN(C(C)C)CC1)C(=O)O",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_0dcdfefca13a5527463763af",
"inchikey": "VTPDANIXSRUXCI-UHFFFAOYSA-N",
"smiles": "CCC(C)(NC(=O)c1cc(Cl)c2ccccc2c1OCC1CCN(C(C)C)CC1)C(=O)O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15570",
"routeId": "sa_2db278b37e5a1a8fda46dc70",
"moleculeId": "sa_0dcdfefca13a5527463763af",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0dcdfefca13a5527463763af",
"inchikey": "VTPDANIXSRUXCI-UHFFFAOYSA-N",
"smiles": "CCC(C)(NC(=O)c1cc(Cl)c2ccccc2c1OCC1CCN(C(C)C)CC1)C(=O)O"
},
"smiles": "CCC(C)(NC(=O)c1cc(Cl)c2ccccc2c1OCC1CCN(C(C)C)CC1)C(=O)O",
"reactionStepId": "sa_a5218c2935a8fb238d3d3123",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110184177A1;1262;1086253\",\"rsmi\":\"CC[O:32][C:30]([C:3]([CH2:2][CH3:1])([CH3:4])[NH:5][C:6](=[O:7])[c:8]1[c:9]([O:10][CH2:11][CH:12]2[CH2:13][CH2:14][N:15]([CH:16]([CH3:17])[CH3:18])[CH2:19][CH2:20]2)[c:21]2[cH:22][cH:23][cH:24][cH:25][c:26]2[c:27]([Cl:28])[cH:29]1)=[O:31]>C1CCOC1.CO.[Na+].O>[CH3:1][CH2:2][C:3]([CH3:4])([NH:5][C:6](=[O:7])[c:8]1[c:9]([O:10][CH2:11][CH:12]2[CH2:13][CH2:14][N:15]([CH:16]([CH3:17])[CH3:18])[CH2:19][CH2:20]2)[c:21]2[cH:22][cH:23][cH:24][cH:25][c:26]2[c:27]([Cl:28])[cH:29]1)[C:30](=[O:31])[OH:32]\"},\"mapped_reaction_smiles\":\"CC[O:32][C:30]([C:3]([CH2:2][CH3:1])([CH3:4])[NH:5][C:6](=[O:7])[c:8]1[c:9]([O:10][CH2:11][CH:12]2[CH2:13][CH2:14][N:15]([CH:16]([CH3:17])[CH3:18])[CH2:19][CH2:20]2)[c:21]2[cH:22][cH:23][cH:24][cH:25][c:26]2[c:27]([Cl:28])[cH:29]1)=[O:31]>C1CCOC1.CO.[Na+].O>[CH3:1][CH2:2][C:3]([CH3:4])([NH:5][C:6](=[O:7])[c:8]1[c:9]([O:10][CH2:11][CH:12]2[CH2:13][CH2:14][N:15]([CH:16]([CH3:17])[CH3:18])[CH2:19][CH2:20]2)[c:21]2[cH:22][cH:23][cH:24][cH:25][c:26]2[c:27]([Cl:28])[cH:29]1)[C:30](=[O:31])[OH:32]\"}",
"reactionStep": {
"id": "sa_a5218c2935a8fb238d3d3123",
"reactionHash": "3ba0a3adfec67d70a8cc9de58881b5f68dec54d71bbe22fbc2d1cd202af56205"
},
"children": [
{
"id": "15571",
"routeId": "sa_2db278b37e5a1a8fda46dc70",
"moleculeId": "sa_b6fb1f48c72b106e7f3724a3",
"parentId": "15570",
"isLeaf": false,
"molecule": {
"id": "sa_b6fb1f48c72b106e7f3724a3",
"inchikey": "GDQRAMKNVPOJFD-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(C)(CC)NC(=O)c1cc(Cl)c2ccccc2c1OCC1CCN(C(C)C)CC1"
},
"smiles": "CCOC(=O)C(C)(CC)NC(=O)c1cc(Cl)c2ccccc2c1OCC1CCN(C(C)C)CC1",
"reactionStepId": "sa_52f6beaffa57693cc9e455ba",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110184177A1;1260;1086252\",\"rsmi\":\"O=[C:21]([CH3:22])[CH3:23].[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]([CH3:7])([CH2:8][CH3:9])[NH:10][C:11](=[O:12])[c:13]1[c:14]([O:15][CH2:16][CH:17]2[CH2:18][CH2:19][NH:20][CH2:24][CH2:25]2)[c:26]2[cH:27][cH:28][cH:29][cH:30][c:31]2[c:32]([Cl:33])[cH:34]1>CC(=O)O.CC(=O)OB(OC(C)=O)OC(C)=O.ClCCl.O=C(O)O.[Na+].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]([CH3:7])([CH2:8][CH3:9])[NH:10][C:11](=[O:12])[c:13]1[c:14]([O:15][CH2:16][CH:17]2[CH2:18][CH2:19][N:20]([CH:21]([CH3:22])[CH3:23])[CH2:24][CH2:25]2)[c:26]2[cH:27][cH:28][cH:29][cH:30][c:31]2[c:32]([Cl:33])[cH:34]1\"},\"mapped_reaction_smiles\":\"O=[C:21]([CH3:22])[CH3:23].[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]([CH3:7])([CH2:8][CH3:9])[NH:10][C:11](=[O:12])[c:13]1[c:14]([O:15][CH2:16][CH:17]2[CH2:18][CH2:19][NH:20][CH2:24][CH2:25]2)[c:26]2[cH:27][cH:28][cH:29][cH:30][c:31]2[c:32]([Cl:33])[cH:34]1>CC(=O)O.CC(=O)OB(OC(C)=O)OC(C)=O.ClCCl.O=C(O)O.[Na+].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]([CH3:7])([CH2:8][CH3:9])[NH:10][C:11](=[O:12])[c:13]1[c:14]([O:15][CH2:16][CH:17]2[CH2:18][CH2:19][N:20]([CH:21]([CH3:22])[CH3:23])[CH2:24][CH2:25]2)[c:26]2[cH:27][cH:28][cH:29][cH:30][c:31]2[c:32]([Cl:33])[cH:34]1\"}",
"reactionStep": {
"id": "sa_52f6beaffa57693cc9e455ba",
"reactionHash": "a3d05fa7a83fc0502f13874892b871c9a5942f252e5b9f5e90aa2c18344839ea"
},
"children": [
{
"id": "15572",
"routeId": "sa_2db278b37e5a1a8fda46dc70",
"moleculeId": "sa_7cde33951f00315079459adb",
"parentId": "15571",
"isLeaf": true,
"molecule": {
"id": "sa_7cde33951f00315079459adb",
"inchikey": "CSCPPACGZOOCGX-UHFFFAOYSA-N",
"smiles": "CC(C)=O"
},
"smiles": "CC(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15573",
"routeId": "sa_2db278b37e5a1a8fda46dc70",
"moleculeId": "sa_c7fb1278531d793f3b95213e",
"parentId": "15571",
"isLeaf": false,
"molecule": {
"id": "sa_c7fb1278531d793f3b95213e",
"inchikey": "OGXSIQOHRJVXAX-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(C)(CC)NC(=O)c1cc(Cl)c2ccccc2c1OCC1CCNCC1"
},
"smiles": "CCOC(=O)C(C)(CC)NC(=O)c1cc(Cl)c2ccccc2c1OCC1CCNCC1",
"reactionStepId": "sa_acc3b23774820bfb28cdadae",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110184177A1;1243;1086246\",\"rsmi\":\"CC(C)(C)OC(=O)[N:20]1[CH2:19][CH2:18][CH:17]([CH2:16][O:15][c:14]2[c:13]([C:11]([NH:10][C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])([CH3:7])[CH2:8][CH3:9])=[O:12])[cH:31][c:29]([Cl:30])[c:28]3[c:23]2[cH:24][cH:25][cH:26][cH:27]3)[CH2:22][CH2:21]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]([CH3:7])([CH2:8][CH3:9])[NH:10][C:11](=[O:12])[c:13]1[c:14]([O:15][CH2:16][CH:17]2[CH2:18][CH2:19][NH:20][CH2:21][CH2:22]2)[c:23]2[cH:24][cH:25][cH:26][cH:27][c:28]2[c:29]([Cl:30])[cH:31]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:20]1[CH2:19][CH2:18][CH:17]([CH2:16][O:15][c:14]2[c:13]([C:11]([NH:10][C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])([CH3:7])[CH2:8][CH3:9])=[O:12])[cH:31][c:29]([Cl:30])[c:28]3[c:23]2[cH:24][cH:25][cH:26][cH:27]3)[CH2:22][CH2:21]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]([CH3:7])([CH2:8][CH3:9])[NH:10][C:11](=[O:12])[c:13]1[c:14]([O:15][CH2:16][CH:17]2[CH2:18][CH2:19][NH:20][CH2:21][CH2:22]2)[c:23]2[cH:24][cH:25][cH:26][cH:27][c:28]2[c:29]([Cl:30])[cH:31]1\"}",
"reactionStep": {
"id": "sa_acc3b23774820bfb28cdadae",
"reactionHash": "85c9da52ed6a99aeacbc708283c12a79fa29a1f9fb692d3cfb0680538316b904"
},
"children": [
{
"id": "15574",
"routeId": "sa_2db278b37e5a1a8fda46dc70",
"moleculeId": "sa_63be35454dca8897044ad23e",
"parentId": "15573",
"isLeaf": false,
"molecule": {
"id": "sa_63be35454dca8897044ad23e",
"inchikey": "KRDNVRUTDXUNTF-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(C)(CC)NC(=O)c1cc(Cl)c2ccccc2c1OCC1CCN(C(=O)OC(C)(C)C)CC1"
},
"smiles": "CCOC(=O)C(C)(CC)NC(=O)c1cc(Cl)c2ccccc2c1OCC1CCN(C(=O)OC(C)(C)C)CC1",
"reactionStepId": "sa_4458560ce8c14865e6c9d48c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110184177A1;1241;1086245\",\"rsmi\":\"O[c:14]1[c:13]([C:11]([NH:10][C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])([CH3:7])[CH2:8][CH3:9])=[O:12])[cH:38][c:36]([Cl:37])[c:35]2[c:30]1[cH:31][cH:32][cH:33][cH:34]2.[OH:15][CH2:16][CH:17]1[CH2:18][CH2:19][N:20]([C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[CH2:28][CH2:29]1>C1CCOC1.CC(C)OC(=O)/N=N/C(=O)OC(C)C.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]([CH3:7])([CH2:8][CH3:9])[NH:10][C:11](=[O:12])[c:13]1[c:14]([O:15][CH2:16][CH:17]2[CH2:18][CH2:19][N:20]([C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[CH2:28][CH2:29]2)[c:30]2[cH:31][cH:32][cH:33][cH:34][c:35]2[c:36]([Cl:37])[cH:38]1\"},\"mapped_reaction_smiles\":\"O[c:14]1[c:13]([C:11]([NH:10][C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])([CH3:7])[CH2:8][CH3:9])=[O:12])[cH:38][c:36]([Cl:37])[c:35]2[c:30]1[cH:31][cH:32][cH:33][cH:34]2.[OH:15][CH2:16][CH:17]1[CH2:18][CH2:19][N:20]([C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[CH2:28][CH2:29]1>C1CCOC1.CC(C)OC(=O)/N=N/C(=O)OC(C)C.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]([CH3:7])([CH2:8][CH3:9])[NH:10][C:11](=[O:12])[c:13]1[c:14]([O:15][CH2:16][CH:17]2[CH2:18][CH2:19][N:20]([C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[CH2:28][CH2:29]2)[c:30]2[cH:31][cH:32][cH:33][cH:34][c:35]2[c:36]([Cl:37])[cH:38]1\"}",
"reactionStep": {
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"reactionHash": "20795e97aeb5d7ae602e1b6570d479df069323401c3209cdec03f296f88b671d"
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"children": [
{
"id": "15575",
"routeId": "sa_2db278b37e5a1a8fda46dc70",
"moleculeId": "sa_1974b888db32e339934a6110",
"parentId": "15574",
"isLeaf": true,
"molecule": {
"id": "sa_1974b888db32e339934a6110",
"inchikey": "CTEDVGRUGMPBHE-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(CO)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(CO)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
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},
{
"id": "15576",
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"molecule": {
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"inchikey": "XADRIFZQYOTTQV-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(C)(CC)NC(=O)c1cc(Cl)c2ccccc2c1O"
},
"smiles": "CCOC(=O)C(C)(CC)NC(=O)c1cc(Cl)c2ccccc2c1O",
"reactionStepId": null,
"template": null,
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}
]
}
]
}
]
}
]
}
}