Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCC(=C(c1ccc(O)cc1)c1ccc(OCCNC)cc1)c1ccc2occc2c1
InChiKey
ZMQAYSRXOZEDLQ-UHFFFAOYSA-N
Route Signature
825b7f7c2bdc364cc66526ab5f5fc59c8f6728a7a19c6d8b5af9d4129a85ac66
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_1701c71f504741591b3e9ba9",
"signature": "825b7f7c2bdc364cc66526ab5f5fc59c8f6728a7a19c6d8b5af9d4129a85ac66",
"contentHash": "06a207a866a8f36a4f5536ea750ec598ed469308f195105a4a512f0708a50e58",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_7487d1b118c9e9d89d5c2f4d",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-03937",
"moleculeId": "sa_e66d8fff506d7def25657148",
"smiles": "CCC(=C(c1ccc(O)cc1)c1ccc(OCCNC)cc1)c1ccc2occc2c1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_e66d8fff506d7def25657148",
"inchikey": "ZMQAYSRXOZEDLQ-UHFFFAOYSA-N",
"smiles": "CCC(=C(c1ccc(O)cc1)c1ccc(OCCNC)cc1)c1ccc2occc2c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "2456",
"routeId": "sa_1701c71f504741591b3e9ba9",
"moleculeId": "sa_e66d8fff506d7def25657148",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_e66d8fff506d7def25657148",
"inchikey": "ZMQAYSRXOZEDLQ-UHFFFAOYSA-N",
"smiles": "CCC(=C(c1ccc(O)cc1)c1ccc(OCCNC)cc1)c1ccc2occc2c1"
},
"smiles": "CCC(=C(c1ccc(O)cc1)c1ccc(OCCNC)cc1)c1ccc2occc2c1",
"reactionStepId": "sa_67593be236863ffb5446ff66",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150018341A1;0564;1638489\",\"rsmi\":\"Cl[CH2:27][CH2:26][O:25][c:24]1[cH:23][cH:22][c:21]([C:13](=[C:3]([CH2:2][CH3:1])[c:4]2[cH:5][c:6]3[c:7]([cH:8][cH:9]2)[o:10][cH:11][cH:12]3)[c:14]2[cH:15][cH:16][c:17]([OH:18])[cH:19][cH:20]2)[cH:31][cH:30]1.[NH2:28][CH3:29]>CO>[CH3:1][CH2:2][C:3]([c:4]1[cH:5][c:6]2[c:7]([cH:8][cH:9]1)[o:10][cH:11][cH:12]2)=[C:13]([c:14]1[cH:15][cH:16][c:17]([OH:18])[cH:19][cH:20]1)[c:21]1[cH:22][cH:23][c:24]([O:25][CH2:26][CH2:27][NH:28][CH3:29])[cH:30][cH:31]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:27][CH2:26][O:25][c:24]1[cH:23][cH:22][c:21]([C:13](=[C:3]([CH2:2][CH3:1])[c:4]2[cH:5][c:6]3[c:7]([cH:8][cH:9]2)[o:10][cH:11][cH:12]3)[c:14]2[cH:15][cH:16][c:17]([OH:18])[cH:19][cH:20]2)[cH:31][cH:30]1.[NH2:28][CH3:29]>CO>[CH3:1][CH2:2][C:3]([c:4]1[cH:5][c:6]2[c:7]([cH:8][cH:9]1)[o:10][cH:11][cH:12]2)=[C:13]([c:14]1[cH:15][cH:16][c:17]([OH:18])[cH:19][cH:20]1)[c:21]1[cH:22][cH:23][c:24]([O:25][CH2:26][CH2:27][NH:28][CH3:29])[cH:30][cH:31]1\"}",
"reactionStep": {
"id": "sa_67593be236863ffb5446ff66",
"reactionHash": "fd38081154d59a18a683823ae6c743cf77f61bd2470511c91fea2f08bca9f952"
},
"children": [
{
"id": "2457",
"routeId": "sa_1701c71f504741591b3e9ba9",
"moleculeId": "sa_e00cdbb7fb9d3ecf114a19d3",
"parentId": "2456",
"isLeaf": true,
"molecule": {
"id": "sa_e00cdbb7fb9d3ecf114a19d3",
"inchikey": "BAVYZALUXZFZLV-UHFFFAOYSA-N",
"smiles": "CN"
},
"smiles": "CN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2458",
"routeId": "sa_1701c71f504741591b3e9ba9",
"moleculeId": "sa_e39e9aa11003e14fc04798f6",
"parentId": "2456",
"isLeaf": false,
"molecule": {
"id": "sa_e39e9aa11003e14fc04798f6",
"inchikey": "UJGMIYPPGJTOIA-UHFFFAOYSA-N",
"smiles": "CCC(=C(c1ccc(O)cc1)c1ccc(OCCCl)cc1)c1ccc2occc2c1"
},
"smiles": "CCC(=C(c1ccc(O)cc1)c1ccc(OCCCl)cc1)c1ccc2occc2c1",
"reactionStepId": "sa_7f77e5273bacefc9fd1c78d8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150018341A1;0562;1638488\",\"rsmi\":\"O=[C:13]([c:14]1[cH:15][cH:16][c:17]([OH:18])[cH:19][cH:20]1)[c:21]1[cH:22][cH:23][c:24]([O:25][CH2:26][CH2:27][Cl:28])[cH:29][cH:30]1.O=[C:3]([CH2:2][CH3:1])[c:4]1[cH:5][c:6]2[c:7]([cH:8][cH:9]1)[o:10][cH:11][cH:12]2>>[CH3:1][CH2:2][C:3]([c:4]1[cH:5][c:6]2[c:7]([cH:8][cH:9]1)[o:10][cH:11][cH:12]2)=[C:13]([c:14]1[cH:15][cH:16][c:17]([OH:18])[cH:19][cH:20]1)[c:21]1[cH:22][cH:23][c:24]([O:25][CH2:26][CH2:27][Cl:28])[cH:29][cH:30]1\"},\"mapped_reaction_smiles\":\"O=[C:13]([c:14]1[cH:15][cH:16][c:17]([OH:18])[cH:19][cH:20]1)[c:21]1[cH:22][cH:23][c:24]([O:25][CH2:26][CH2:27][Cl:28])[cH:29][cH:30]1.O=[C:3]([CH2:2][CH3:1])[c:4]1[cH:5][c:6]2[c:7]([cH:8][cH:9]1)[o:10][cH:11][cH:12]2>>[CH3:1][CH2:2][C:3]([c:4]1[cH:5][c:6]2[c:7]([cH:8][cH:9]1)[o:10][cH:11][cH:12]2)=[C:13]([c:14]1[cH:15][cH:16][c:17]([OH:18])[cH:19][cH:20]1)[c:21]1[cH:22][cH:23][c:24]([O:25][CH2:26][CH2:27][Cl:28])[cH:29][cH:30]1\"}",
"reactionStep": {
"id": "sa_7f77e5273bacefc9fd1c78d8",
"reactionHash": "eb4b64be4aeded7c063bd0a1a1097e77020c6353d5cedeeb0a820e0849dfc630"
},
"children": [
{
"id": "2459",
"routeId": "sa_1701c71f504741591b3e9ba9",
"moleculeId": "sa_41d57bc9c0be7a40584b9319",
"parentId": "2458",
"isLeaf": false,
"molecule": {
"id": "sa_41d57bc9c0be7a40584b9319",
"inchikey": "IUCHNPMSYRHLJT-UHFFFAOYSA-N",
"smiles": "CCC(=O)c1ccc2occc2c1"
},
"smiles": "CCC(=O)c1ccc2occc2c1",
"reactionStepId": "sa_9ba689bd16099d602b168958",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150018341A1;0560;1638487\",\"rsmi\":\"[CH3:1][CH2:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10]1)[O:11][CH2:12][CH2:13]2>C1COCCO1.N#CC1=C(C#N)C(=O)C(Cl)=C(Cl)C1=O>[CH3:1][CH2:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10]1)[o:11][cH:12][cH:13]2\"},\"mapped_reaction_smiles\":\"[CH3:1][CH2:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10]1)[O:11][CH2:12][CH2:13]2>C1COCCO1.N#CC1=C(C#N)C(=O)C(Cl)=C(Cl)C1=O>[CH3:1][CH2:2][C:3](=[O:4])[c:5]1[cH:6][c:7]2[c:8]([cH:9][cH:10]1)[o:11][cH:12][cH:13]2\"}",
"reactionStep": {
"id": "sa_9ba689bd16099d602b168958",
"reactionHash": "e8cde4b3bf4489b25516fdf3ea93dffb3f2128c46cd0cf3b681bd4ff007cf5d2"
},
"children": [
{
"id": "2460",
"routeId": "sa_1701c71f504741591b3e9ba9",
"moleculeId": "sa_545877bf5947bffe056c9603",
"parentId": "2459",
"isLeaf": true,
"molecule": {
"id": "sa_545877bf5947bffe056c9603",
"inchikey": "QYYIGDKFUBVDDO-UHFFFAOYSA-N",
"smiles": "CCC(=O)c1ccc2c(c1)CCO2"
},
"smiles": "CCC(=O)c1ccc2c(c1)CCO2",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "2461",
"routeId": "sa_1701c71f504741591b3e9ba9",
"moleculeId": "sa_09e95ea09fdba1cef5981708",
"parentId": "2458",
"isLeaf": false,
"molecule": {
"id": "sa_09e95ea09fdba1cef5981708",
"inchikey": "KGNVZLHAZLQDNG-UHFFFAOYSA-N",
"smiles": "O=C(c1ccc(O)cc1)c1ccc(OCCCl)cc1"
},
"smiles": "O=C(c1ccc(O)cc1)c1ccc(OCCCl)cc1",
"reactionStepId": "sa_9293ee71a59ed2656ad8eaf8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150018341A1;0463;1638446\",\"rsmi\":\"C[O:7][c:6]1[cH:5][cH:4][c:3]([C:2](=[O:1])[c:10]2[cH:11][cH:12][c:13]([O:14][CH2:15][CH2:16][Cl:17])[cH:18][cH:19]2)[cH:9][cH:8]1>BrB(Br)Br.ClCCl>[O:1]=[C:2]([c:3]1[cH:4][cH:5][c:6]([OH:7])[cH:8][cH:9]1)[c:10]1[cH:11][cH:12][c:13]([O:14][CH2:15][CH2:16][Cl:17])[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"C[O:7][c:6]1[cH:5][cH:4][c:3]([C:2](=[O:1])[c:10]2[cH:11][cH:12][c:13]([O:14][CH2:15][CH2:16][Cl:17])[cH:18][cH:19]2)[cH:9][cH:8]1>BrB(Br)Br.ClCCl>[O:1]=[C:2]([c:3]1[cH:4][cH:5][c:6]([OH:7])[cH:8][cH:9]1)[c:10]1[cH:11][cH:12][c:13]([O:14][CH2:15][CH2:16][Cl:17])[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_9293ee71a59ed2656ad8eaf8",
"reactionHash": "e07c4b9902f510c1c08017c018daf45d326e2e5c16e12ae17f1cfbaab7d4d5bd"
},
"children": [
{
"id": "2462",
"routeId": "sa_1701c71f504741591b3e9ba9",
"moleculeId": "sa_8ac26e14453fc0e6a774225f",
"parentId": "2461",
"isLeaf": false,
"molecule": {
"id": "sa_8ac26e14453fc0e6a774225f",
"inchikey": "YIGAIGXEKPGQKB-UHFFFAOYSA-N",
"smiles": "COc1ccc(C(=O)c2ccc(OCCCl)cc2)cc1"
},
"smiles": "COc1ccc(C(=O)c2ccc(OCCCl)cc2)cc1",
"reactionStepId": "sa_057d5467986f117fb095a005",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150018341A1;0461;1638445\",\"rsmi\":\"Cl[C:7]([c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:20][cH:19]1)=[O:8].[cH:9]1[cH:10][cH:11][c:12]([O:13][CH2:14][CH2:15][Cl:16])[cH:17][cH:18]1>ClCCl.[Al+3].Cl.Cl.Cl>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([C:7](=[O:8])[c:9]2[cH:10][cH:11][c:12]([O:13][CH2:14][CH2:15][Cl:16])[cH:17][cH:18]2)[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"Cl[C:7]([c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:20][cH:19]1)=[O:8].[cH:9]1[cH:10][cH:11][c:12]([O:13][CH2:14][CH2:15][Cl:16])[cH:17][cH:18]1>ClCCl.[Al+3].Cl.Cl.Cl>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([C:7](=[O:8])[c:9]2[cH:10][cH:11][c:12]([O:13][CH2:14][CH2:15][Cl:16])[cH:17][cH:18]2)[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_057d5467986f117fb095a005",
"reactionHash": "f67b4408bd2d7b9cffb3827a48f16c990aff6349d78e949c4464579d0b310d42"
},
"children": [
{
"id": "2463",
"routeId": "sa_1701c71f504741591b3e9ba9",
"moleculeId": "sa_b97cf49dd44b9eeb2260f8e3",
"parentId": "2462",
"isLeaf": true,
"molecule": {
"id": "sa_b97cf49dd44b9eeb2260f8e3",
"inchikey": "MXMOTZIXVICDSD-UHFFFAOYSA-N",
"smiles": "COc1ccc(C(=O)Cl)cc1"
},
"smiles": "COc1ccc(C(=O)Cl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2464",
"routeId": "sa_1701c71f504741591b3e9ba9",
"moleculeId": "sa_a1c01c5c38d244c6af572285",
"parentId": "2462",
"isLeaf": true,
"molecule": {
"id": "sa_a1c01c5c38d244c6af572285",
"inchikey": "VQUYNUJARXBNPK-UHFFFAOYSA-N",
"smiles": "ClCCOc1ccccc1"
},
"smiles": "ClCCOc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}