Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CNC(=O)N1CCN(Cc2cc(Cl)nc(Nc3ncc(C#N)s3)c2)CC1
InChiKey
YJRATALYWBMTEL-UHFFFAOYSA-N
Route Signature
5e04cf75f4ff520fe9f23866425db63947c94ea6bbb675796de0b755134bfe8b
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_673beab80ac899411e5de38a",
"signature": "5e04cf75f4ff520fe9f23866425db63947c94ea6bbb675796de0b755134bfe8b",
"contentHash": "62456d211197d221e5eaae1e63ea8222612b42712ddd2e019ed4f5765064c751",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_1114560526d740aa35b255df",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-06400",
"moleculeId": "sa_19fd22be2f76e3ce4bb3a946",
"smiles": "CNC(=O)N1CCN(Cc2cc(Cl)nc(Nc3ncc(C#N)s3)c2)CC1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_19fd22be2f76e3ce4bb3a946",
"inchikey": "YJRATALYWBMTEL-UHFFFAOYSA-N",
"smiles": "CNC(=O)N1CCN(Cc2cc(Cl)nc(Nc3ncc(C#N)s3)c2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15927",
"routeId": "sa_673beab80ac899411e5de38a",
"moleculeId": "sa_19fd22be2f76e3ce4bb3a946",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_19fd22be2f76e3ce4bb3a946",
"inchikey": "YJRATALYWBMTEL-UHFFFAOYSA-N",
"smiles": "CNC(=O)N1CCN(Cc2cc(Cl)nc(Nc3ncc(C#N)s3)c2)CC1"
},
"smiles": "CNC(=O)N1CCN(Cc2cc(Cl)nc(Nc3ncc(C#N)s3)c2)CC1",
"reactionStepId": "sa_e5829684c02710b2843903ef",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20030100567A1;0434;76324\",\"rsmi\":\"Cl[CH2:9][c:10]1[cH:11][c:12]([Cl:13])[n:14][c:15]([NH:16][c:17]2[n:18][cH:19][c:20]([C:21]#[N:22])[s:23]2)[cH:24]1.[CH3:1][NH:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][NH:8][CH2:25][CH2:26]1>CCN(C(C)C)C(C)C.CS(C)=O.O.Cl>[CH3:1][NH:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][N:8]([CH2:9][c:10]2[cH:11][c:12]([Cl:13])[n:14][c:15]([NH:16][c:17]3[n:18][cH:19][c:20]([C:21]#[N:22])[s:23]3)[cH:24]2)[CH2:25][CH2:26]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:9][c:10]1[cH:11][c:12]([Cl:13])[n:14][c:15]([NH:16][c:17]2[n:18][cH:19][c:20]([C:21]#[N:22])[s:23]2)[cH:24]1.[CH3:1][NH:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][NH:8][CH2:25][CH2:26]1>CCN(C(C)C)C(C)C.CS(C)=O.O.Cl>[CH3:1][NH:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][N:8]([CH2:9][c:10]2[cH:11][c:12]([Cl:13])[n:14][c:15]([NH:16][c:17]3[n:18][cH:19][c:20]([C:21]#[N:22])[s:23]3)[cH:24]2)[CH2:25][CH2:26]1\"}",
"reactionStep": {
"id": "sa_e5829684c02710b2843903ef",
"reactionHash": "1fa6f731a786fbd48d6a2c57ac4cf08c9d4a61f291b627d59b72eba4136187e6"
},
"children": [
{
"id": "15928",
"routeId": "sa_673beab80ac899411e5de38a",
"moleculeId": "sa_c9ee517321bfe6435b542ed4",
"parentId": "15927",
"isLeaf": true,
"molecule": {
"id": "sa_c9ee517321bfe6435b542ed4",
"inchikey": "HPYONZVIPMACEZ-UHFFFAOYSA-N",
"smiles": "CNC(=O)N1CCNCC1"
},
"smiles": "CNC(=O)N1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15929",
"routeId": "sa_673beab80ac899411e5de38a",
"moleculeId": "sa_70b3f9d9bc4fae7b8b471ad7",
"parentId": "15927",
"isLeaf": false,
"molecule": {
"id": "sa_70b3f9d9bc4fae7b8b471ad7",
"inchikey": "PERFMUMOSVSMCB-UHFFFAOYSA-N",
"smiles": "N#Cc1cnc(Nc2cc(CCl)cc(Cl)n2)s1"
},
"smiles": "N#Cc1cnc(Nc2cc(CCl)cc(Cl)n2)s1",
"reactionStepId": "sa_b30ed3e3584b990b93fdf0a6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20030100567A1;0433;76323\",\"rsmi\":\"ClC[Cl:15].O[CH2:14][c:13]1[cH:12][c:10]([Cl:11])[n:9][c:8]([NH:7][c:6]2[n:5][cH:4][c:3]([C:2]#[N:1])[s:17]2)[cH:16]1>CN(C)C=O.O=P(Cl)(Cl)Cl>[N:1]#[C:2][c:3]1[cH:4][n:5][c:6]([NH:7][c:8]2[n:9][c:10]([Cl:11])[cH:12][c:13]([CH2:14][Cl:15])[cH:16]2)[s:17]1\"},\"mapped_reaction_smiles\":\"ClC[Cl:15].O[CH2:14][c:13]1[cH:12][c:10]([Cl:11])[n:9][c:8]([NH:7][c:6]2[n:5][cH:4][c:3]([C:2]#[N:1])[s:17]2)[cH:16]1>CN(C)C=O.O=P(Cl)(Cl)Cl>[N:1]#[C:2][c:3]1[cH:4][n:5][c:6]([NH:7][c:8]2[n:9][c:10]([Cl:11])[cH:12][c:13]([CH2:14][Cl:15])[cH:16]2)[s:17]1\"}",
"reactionStep": {
"id": "sa_b30ed3e3584b990b93fdf0a6",
"reactionHash": "31877c485cda3b66ec5c1d3f937bab59bc521799bf34ef31fa0a33de767c7df0"
},
"children": [
{
"id": "15930",
"routeId": "sa_673beab80ac899411e5de38a",
"moleculeId": "sa_c0f4583bf34075e8d6fa0ec4",
"parentId": "15929",
"isLeaf": false,
"molecule": {
"id": "sa_c0f4583bf34075e8d6fa0ec4",
"inchikey": "NBZIJIMDTNIODU-UHFFFAOYSA-N",
"smiles": "N#Cc1cnc(Nc2cc(CO)cc(Cl)n2)s1"
},
"smiles": "N#Cc1cnc(Nc2cc(CO)cc(Cl)n2)s1",
"reactionStepId": "sa_9b465a70c6c67d67036c308f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20030100567A1;0431;76322\",\"rsmi\":\"CC(C)(C)[SiH2][O:15][C:14](C)(C)[c:13]1[cH:12][c:10]([Cl:11])[n:9][c:8]([NH:7][c:6]2[n:5][cH:4][c:3]([C:2]#[N:1])[s:17]2)[cH:16]1>C1CCOC1.O.O=C(O)O.[K+].[K+]>[N:1]#[C:2][c:3]1[cH:4][n:5][c:6]([NH:7][c:8]2[n:9][c:10]([Cl:11])[cH:12][c:13]([CH2:14][OH:15])[cH:16]2)[s:17]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)[SiH2][O:15][C:14](C)(C)[c:13]1[cH:12][c:10]([Cl:11])[n:9][c:8]([NH:7][c:6]2[n:5][cH:4][c:3]([C:2]#[N:1])[s:17]2)[cH:16]1>C1CCOC1.O.O=C(O)O.[K+].[K+]>[N:1]#[C:2][c:3]1[cH:4][n:5][c:6]([NH:7][c:8]2[n:9][c:10]([Cl:11])[cH:12][c:13]([CH2:14][OH:15])[cH:16]2)[s:17]1\"}",
"reactionStep": {
"id": "sa_9b465a70c6c67d67036c308f",
"reactionHash": "9b5e2885fc2f04f3423c0cd7e89d05a3b1ed187e7c4bda9eabd8893505ae8eb4"
},
"children": [
{
"id": "15931",
"routeId": "sa_673beab80ac899411e5de38a",
"moleculeId": "sa_3a4238fe4563a56f1cbbfb7a",
"parentId": "15930",
"isLeaf": false,
"molecule": {
"id": "sa_3a4238fe4563a56f1cbbfb7a",
"inchikey": "NKWOPSFOZDDPBI-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[SiH2]OC(C)(C)c1cc(Cl)nc(Nc2ncc(C#N)s2)c1"
},
"smiles": "CC(C)(C)[SiH2]OC(C)(C)c1cc(Cl)nc(Nc2ncc(C#N)s2)c1",
"reactionStepId": "sa_9be4a4c2ee83637f6ad28251",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20030100567A1;0429;76321\",\"rsmi\":\"Cl[c:14]1[n:15][cH:16][c:17]([C:18]#[N:19])[s:20]1.[CH3:1][C:2]([CH3:3])([CH3:4])[SiH2:5][O:6][C:7]([CH3:8])([CH3:9])[c:10]1[cH:11][c:12]([NH2:13])[n:21][c:22]([Cl:23])[cH:24]1>C1COCCO1.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.O.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(O)O.[Cs+].[Cs+].[Pd].[Pd]>[CH3:1][C:2]([CH3:3])([CH3:4])[SiH2:5][O:6][C:7]([CH3:8])([CH3:9])[c:10]1[cH:11][c:12]([NH:13][c:14]2[n:15][cH:16][c:17]([C:18]#[N:19])[s:20]2)[n:21][c:22]([Cl:23])[cH:24]1\"},\"mapped_reaction_smiles\":\"Cl[c:14]1[n:15][cH:16][c:17]([C:18]#[N:19])[s:20]1.[CH3:1][C:2]([CH3:3])([CH3:4])[SiH2:5][O:6][C:7]([CH3:8])([CH3:9])[c:10]1[cH:11][c:12]([NH2:13])[n:21][c:22]([Cl:23])[cH:24]1>C1COCCO1.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.O.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(O)O.[Cs+].[Cs+].[Pd].[Pd]>[CH3:1][C:2]([CH3:3])([CH3:4])[SiH2:5][O:6][C:7]([CH3:8])([CH3:9])[c:10]1[cH:11][c:12]([NH:13][c:14]2[n:15][cH:16][c:17]([C:18]#[N:19])[s:20]2)[n:21][c:22]([Cl:23])[cH:24]1\"}",
"reactionStep": {
"id": "sa_9be4a4c2ee83637f6ad28251",
"reactionHash": "5e54dd8d4c2712715424a26f3d70431bf2fe528c73dcfa2830169c5f1461d4c4"
},
"children": [
{
"id": "15932",
"routeId": "sa_673beab80ac899411e5de38a",
"moleculeId": "sa_206d8dc4fa749622b7144c13",
"parentId": "15931",
"isLeaf": true,
"molecule": {
"id": "sa_206d8dc4fa749622b7144c13",
"inchikey": "BAFLVXULMMAKMM-UHFFFAOYSA-N",
"smiles": "N#Cc1cnc(Cl)s1"
},
"smiles": "N#Cc1cnc(Cl)s1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15933",
"routeId": "sa_673beab80ac899411e5de38a",
"moleculeId": "sa_68ed4d05e731c2962001c53f",
"parentId": "15931",
"isLeaf": true,
"molecule": {
"id": "sa_68ed4d05e731c2962001c53f",
"inchikey": "ZOTBGKQIXVHYEY-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[SiH2]OC(C)(C)c1cc(N)nc(Cl)c1"
},
"smiles": "CC(C)(C)[SiH2]OC(C)(C)c1cc(N)nc(Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15934",
"routeId": "sa_673beab80ac899411e5de38a",
"moleculeId": "sa_dc8cb1645d1f4dafe3621d07",
"parentId": "15929",
"isLeaf": true,
"molecule": {
"id": "sa_dc8cb1645d1f4dafe3621d07",
"inchikey": "YMWUJEATGCHHMB-UHFFFAOYSA-N",
"smiles": "ClCCl"
},
"smiles": "ClCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}