Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCN(CCN(Cc1ccc(C(C)(C)C)cc1)C(=O)c1cc(Cl)cc2cc[nH]c12)c1cccc(C)c1
InChiKey
PNFJHRMUNNSDKL-UHFFFAOYSA-N
Route Signature
cde4a62ffd2a64b50dbeab172ba3a685f496f835f556ea4b58d27c7a03524e84
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_5de6589a48b3413ee12ca324",
"signature": "cde4a62ffd2a64b50dbeab172ba3a685f496f835f556ea4b58d27c7a03524e84",
"contentHash": "679a79274b4b50c0ec5b9c0656ef251ffd8bac0cd49f8a8d971a8826b1878972",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_99842c4480846785d2764893",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-04782",
"moleculeId": "sa_b1e927756f0ce90b2b532e7b",
"smiles": "CCN(CCN(Cc1ccc(C(C)(C)C)cc1)C(=O)c1cc(Cl)cc2cc[nH]c12)c1cccc(C)c1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_b1e927756f0ce90b2b532e7b",
"inchikey": "PNFJHRMUNNSDKL-UHFFFAOYSA-N",
"smiles": "CCN(CCN(Cc1ccc(C(C)(C)C)cc1)C(=O)c1cc(Cl)cc2cc[nH]c12)c1cccc(C)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "2642",
"routeId": "sa_5de6589a48b3413ee12ca324",
"moleculeId": "sa_b1e927756f0ce90b2b532e7b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b1e927756f0ce90b2b532e7b",
"inchikey": "PNFJHRMUNNSDKL-UHFFFAOYSA-N",
"smiles": "CCN(CCN(Cc1ccc(C(C)(C)C)cc1)C(=O)c1cc(Cl)cc2cc[nH]c12)c1cccc(C)c1"
},
"smiles": "CCN(CCN(Cc1ccc(C(C)(C)C)cc1)C(=O)c1cc(Cl)cc2cc[nH]c12)c1cccc(C)c1",
"reactionStepId": "sa_25383aed3c15d6a4180c3ff2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060030613A1;0827;326305\",\"rsmi\":\"O[C:18](=[O:19])[c:20]1[c:21]2[nH:22][cH:23][cH:24][c:25]2[cH:26][c:27]([Cl:28])[cH:29]1.[CH3:1][CH2:2][N:3]([CH2:4][CH2:5][NH:6][CH2:7][c:8]1[cH:9][cH:10][c:11]([C:12]([CH3:13])([CH3:14])[CH3:15])[cH:16][cH:17]1)[c:30]1[cH:31][cH:32][cH:33][c:34]([CH3:35])[cH:36]1>CCN=C=NCCCN(C)C.Cl.ClCCl>[CH3:1][CH2:2][N:3]([CH2:4][CH2:5][N:6]([CH2:7][c:8]1[cH:9][cH:10][c:11]([C:12]([CH3:13])([CH3:14])[CH3:15])[cH:16][cH:17]1)[C:18](=[O:19])[c:20]1[c:21]2[nH:22][cH:23][cH:24][c:25]2[cH:26][c:27]([Cl:28])[cH:29]1)[c:30]1[cH:31][cH:32][cH:33][c:34]([CH3:35])[cH:36]1\"},\"mapped_reaction_smiles\":\"O[C:18](=[O:19])[c:20]1[c:21]2[nH:22][cH:23][cH:24][c:25]2[cH:26][c:27]([Cl:28])[cH:29]1.[CH3:1][CH2:2][N:3]([CH2:4][CH2:5][NH:6][CH2:7][c:8]1[cH:9][cH:10][c:11]([C:12]([CH3:13])([CH3:14])[CH3:15])[cH:16][cH:17]1)[c:30]1[cH:31][cH:32][cH:33][c:34]([CH3:35])[cH:36]1>CCN=C=NCCCN(C)C.Cl.ClCCl>[CH3:1][CH2:2][N:3]([CH2:4][CH2:5][N:6]([CH2:7][c:8]1[cH:9][cH:10][c:11]([C:12]([CH3:13])([CH3:14])[CH3:15])[cH:16][cH:17]1)[C:18](=[O:19])[c:20]1[c:21]2[nH:22][cH:23][cH:24][c:25]2[cH:26][c:27]([Cl:28])[cH:29]1)[c:30]1[cH:31][cH:32][cH:33][c:34]([CH3:35])[cH:36]1\"}",
"reactionStep": {
"id": "sa_25383aed3c15d6a4180c3ff2",
"reactionHash": "d2c74b64e6ffb92f59e7c699ebbb6083ead3ba7155f49885d87e734cdcd5c3e6"
},
"children": [
{
"id": "2643",
"routeId": "sa_5de6589a48b3413ee12ca324",
"moleculeId": "sa_531dd87dcdb0552192b2745d",
"parentId": "2642",
"isLeaf": false,
"molecule": {
"id": "sa_531dd87dcdb0552192b2745d",
"inchikey": "BAXQLFUOMZNIFO-UHFFFAOYSA-N",
"smiles": "CCN(CCNCc1ccc(C(C)(C)C)cc1)c1cccc(C)c1"
},
"smiles": "CCN(CCNCc1ccc(C(C)(C)C)cc1)c1cccc(C)c1",
"reactionStepId": "sa_83757739411325562584c080",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060030613A1;0495;326103\",\"rsmi\":\"O=[CH:7][c:8]1[cH:9][cH:10][c:11]([C:12]([CH3:13])([CH3:14])[CH3:15])[cH:16][cH:17]1.[CH3:1][CH2:2][N:3]([CH2:4][CH2:5][NH2:6])[c:18]1[cH:19][cH:20][cH:21][c:22]([CH3:23])[cH:24]1>CO.O.B.[Na+]>[CH3:1][CH2:2][N:3]([CH2:4][CH2:5][NH:6][CH2:7][c:8]1[cH:9][cH:10][c:11]([C:12]([CH3:13])([CH3:14])[CH3:15])[cH:16][cH:17]1)[c:18]1[cH:19][cH:20][cH:21][c:22]([CH3:23])[cH:24]1\"},\"mapped_reaction_smiles\":\"O=[CH:7][c:8]1[cH:9][cH:10][c:11]([C:12]([CH3:13])([CH3:14])[CH3:15])[cH:16][cH:17]1.[CH3:1][CH2:2][N:3]([CH2:4][CH2:5][NH2:6])[c:18]1[cH:19][cH:20][cH:21][c:22]([CH3:23])[cH:24]1>CO.O.B.[Na+]>[CH3:1][CH2:2][N:3]([CH2:4][CH2:5][NH:6][CH2:7][c:8]1[cH:9][cH:10][c:11]([C:12]([CH3:13])([CH3:14])[CH3:15])[cH:16][cH:17]1)[c:18]1[cH:19][cH:20][cH:21][c:22]([CH3:23])[cH:24]1\"}",
"reactionStep": {
"id": "sa_83757739411325562584c080",
"reactionHash": "6545b3dccc6937f2c94a6341cbb5c9cd4b1d2ec73b5c20ecca9cc94c28b1ef39"
},
"children": [
{
"id": "2644",
"routeId": "sa_5de6589a48b3413ee12ca324",
"moleculeId": "sa_ef8fca2f8580f315758e677a",
"parentId": "2643",
"isLeaf": true,
"molecule": {
"id": "sa_ef8fca2f8580f315758e677a",
"inchikey": "FTMVEUXYYDLYFH-UHFFFAOYSA-N",
"smiles": "CCN(CCN)c1cccc(C)c1"
},
"smiles": "CCN(CCN)c1cccc(C)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2645",
"routeId": "sa_5de6589a48b3413ee12ca324",
"moleculeId": "sa_1b2934177e3630f9223495fb",
"parentId": "2643",
"isLeaf": true,
"molecule": {
"id": "sa_1b2934177e3630f9223495fb",
"inchikey": "OTXINXDGSUFPNU-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1ccc(C=O)cc1"
},
"smiles": "CC(C)(C)c1ccc(C=O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "2646",
"routeId": "sa_5de6589a48b3413ee12ca324",
"moleculeId": "sa_ffcf58d05acb5361283527af",
"parentId": "2642",
"isLeaf": false,
"molecule": {
"id": "sa_ffcf58d05acb5361283527af",
"inchikey": "NQDMTJYCOYPTOZ-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cc(Cl)cc2cc[nH]c12"
},
"smiles": "O=C(O)c1cc(Cl)cc2cc[nH]c12",
"reactionStepId": "sa_4e7e96bc860b5eb1ad178a1f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060030613A1;0493;326101\",\"rsmi\":\"Br[c:4]1[c:5]2[nH:6][cH:7][cH:8][c:9]2[cH:10][c:11]([Cl:12])[cH:13]1.[O:1]=[C:2]=[O:3]>C1CCOC1.CCCCCC.O.[Li]CCCC>[O:1]=[C:2]([OH:3])[c:4]1[c:5]2[nH:6][cH:7][cH:8][c:9]2[cH:10][c:11]([Cl:12])[cH:13]1\"},\"mapped_reaction_smiles\":\"Br[c:4]1[c:5]2[nH:6][cH:7][cH:8][c:9]2[cH:10][c:11]([Cl:12])[cH:13]1.[O:1]=[C:2]=[O:3]>C1CCOC1.CCCCCC.O.[Li]CCCC>[O:1]=[C:2]([OH:3])[c:4]1[c:5]2[nH:6][cH:7][cH:8][c:9]2[cH:10][c:11]([Cl:12])[cH:13]1\"}",
"reactionStep": {
"id": "sa_4e7e96bc860b5eb1ad178a1f",
"reactionHash": "9906535ed6473c7bd2dd37183b28b7af26d00bdc927c2b35e291d197a7ab7c91"
},
"children": [
{
"id": "2647",
"routeId": "sa_5de6589a48b3413ee12ca324",
"moleculeId": "sa_2dc3152282a2f288417f0d23",
"parentId": "2646",
"isLeaf": true,
"molecule": {
"id": "sa_2dc3152282a2f288417f0d23",
"inchikey": "CBQDZTGRYHTJRO-UHFFFAOYSA-N",
"smiles": "Clc1cc(Br)c2[nH]ccc2c1"
},
"smiles": "Clc1cc(Br)c2[nH]ccc2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2648",
"routeId": "sa_5de6589a48b3413ee12ca324",
"moleculeId": "sa_4f5fbd7ef0cd09a8d3e2a83c",
"parentId": "2646",
"isLeaf": true,
"molecule": {
"id": "sa_4f5fbd7ef0cd09a8d3e2a83c",
"inchikey": "CURLTUGMZLYLDI-UHFFFAOYSA-N",
"smiles": "O=C=O"
},
"smiles": "O=C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}