Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1nc(NCc2ccccn2)nc(Nc2ccc(F)c(F)c2)c1C
InChiKey
ZCNJGJZONKRKLS-UHFFFAOYSA-N
Route Signature
ecd7e4f335a5b4a74ecfca490433e4c0738436c07018a0f85e588cd71288a3af
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_49761677c6ffdce126a4fe02",
"signature": "ecd7e4f335a5b4a74ecfca490433e4c0738436c07018a0f85e588cd71288a3af",
"contentHash": "afeb0121a007f1bb0642032af1fcc581dae39038a9ecc844c7790b6ae09aab36",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_b05572acc714cb3822424616",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-09859",
"moleculeId": "sa_f8f9b1412f64a5c6638caeda",
"smiles": "Cc1nc(NCc2ccccn2)nc(Nc2ccc(F)c(F)c2)c1C",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_f8f9b1412f64a5c6638caeda",
"inchikey": "ZCNJGJZONKRKLS-UHFFFAOYSA-N",
"smiles": "Cc1nc(NCc2ccccn2)nc(Nc2ccc(F)c(F)c2)c1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16707",
"routeId": "sa_49761677c6ffdce126a4fe02",
"moleculeId": "sa_f8f9b1412f64a5c6638caeda",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f8f9b1412f64a5c6638caeda",
"inchikey": "ZCNJGJZONKRKLS-UHFFFAOYSA-N",
"smiles": "Cc1nc(NCc2ccccn2)nc(Nc2ccc(F)c(F)c2)c1C"
},
"smiles": "Cc1nc(NCc2ccccn2)nc(Nc2ccc(F)c(F)c2)c1C",
"reactionStepId": "sa_da6bf12518975dceb8351071",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09447051B2;0410;1807505\",\"rsmi\":\"C1CCC([NH:6][c:5]2[c:3]([CH3:4])[c:2]([CH3:1])[n:25][c:16]([NH:17][CH2:18][c:19]3[n:20][cH:21][cH:22][cH:23][cH:24]3)[n:15]2)C1.N[c:7]1[cH:8][c:9]([F:10])[c:11]([F:12])[cH:13][cH:14]1>>[CH3:1][c:2]1[c:3]([CH3:4])[c:5]([NH:6][c:7]2[cH:8][c:9]([F:10])[c:11]([F:12])[cH:13][cH:14]2)[n:15][c:16]([NH:17][CH2:18][c:19]2[n:20][cH:21][cH:22][cH:23][cH:24]2)[n:25]1\"},\"mapped_reaction_smiles\":\"C1CCC([NH:6][c:5]2[c:3]([CH3:4])[c:2]([CH3:1])[n:25][c:16]([NH:17][CH2:18][c:19]3[n:20][cH:21][cH:22][cH:23][cH:24]3)[n:15]2)C1.N[c:7]1[cH:8][c:9]([F:10])[c:11]([F:12])[cH:13][cH:14]1>>[CH3:1][c:2]1[c:3]([CH3:4])[c:5]([NH:6][c:7]2[cH:8][c:9]([F:10])[c:11]([F:12])[cH:13][cH:14]2)[n:15][c:16]([NH:17][CH2:18][c:19]2[n:20][cH:21][cH:22][cH:23][cH:24]2)[n:25]1\"}",
"reactionStep": {
"id": "sa_da6bf12518975dceb8351071",
"reactionHash": "423e34ed16a584bf7d269b4d9461b2e426499e44157182ecaf9613a2e94d5152"
},
"children": [
{
"id": "16708",
"routeId": "sa_49761677c6ffdce126a4fe02",
"moleculeId": "sa_accf2b5b421726852b9d0303",
"parentId": "16707",
"isLeaf": true,
"molecule": {
"id": "sa_accf2b5b421726852b9d0303",
"inchikey": "AXNUZKSSQHTNPZ-UHFFFAOYSA-N",
"smiles": "Nc1ccc(F)c(F)c1"
},
"smiles": "Nc1ccc(F)c(F)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16709",
"routeId": "sa_49761677c6ffdce126a4fe02",
"moleculeId": "sa_9ebb579b61719f6392ef0bf2",
"parentId": "16707",
"isLeaf": false,
"molecule": {
"id": "sa_9ebb579b61719f6392ef0bf2",
"inchikey": "NGBPJLPQWUMDTP-UHFFFAOYSA-N",
"smiles": "Cc1nc(NCc2ccccn2)nc(NC2CCCC2)c1C"
},
"smiles": "Cc1nc(NCc2ccccn2)nc(NC2CCCC2)c1C",
"reactionStepId": "sa_44ecb30db9311df03e2fe8a3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09447051B2;0381;1807480\",\"rsmi\":\"Cl[c:5]1[c:3]([CH3:4])[c:2]([CH3:1])[n:22][c:13]([NH:14][CH2:15][c:16]2[n:17][cH:18][cH:19][cH:20][cH:21]2)[n:12]1.[NH2:6][CH:7]1[CH2:8][CH2:9][CH2:10][CH2:11]1>C1COCCO1.CC#N.Cl.O>[CH3:1][c:2]1[c:3]([CH3:4])[c:5]([NH:6][CH:7]2[CH2:8][CH2:9][CH2:10][CH2:11]2)[n:12][c:13]([NH:14][CH2:15][c:16]2[n:17][cH:18][cH:19][cH:20][cH:21]2)[n:22]1\"},\"mapped_reaction_smiles\":\"Cl[c:5]1[c:3]([CH3:4])[c:2]([CH3:1])[n:22][c:13]([NH:14][CH2:15][c:16]2[n:17][cH:18][cH:19][cH:20][cH:21]2)[n:12]1.[NH2:6][CH:7]1[CH2:8][CH2:9][CH2:10][CH2:11]1>C1COCCO1.CC#N.Cl.O>[CH3:1][c:2]1[c:3]([CH3:4])[c:5]([NH:6][CH:7]2[CH2:8][CH2:9][CH2:10][CH2:11]2)[n:12][c:13]([NH:14][CH2:15][c:16]2[n:17][cH:18][cH:19][cH:20][cH:21]2)[n:22]1\"}",
"reactionStep": {
"id": "sa_44ecb30db9311df03e2fe8a3",
"reactionHash": "8eca1ec74e0569a1d95c6bd52d74f5456f6d75e11ebb4cda426a262b1e05996a"
},
"children": [
{
"id": "16710",
"routeId": "sa_49761677c6ffdce126a4fe02",
"moleculeId": "sa_882a71327a5153424650c51e",
"parentId": "16709",
"isLeaf": true,
"molecule": {
"id": "sa_882a71327a5153424650c51e",
"inchikey": "NISGSNTVMOOSJQ-UHFFFAOYSA-N",
"smiles": "NC1CCCC1"
},
"smiles": "NC1CCCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16711",
"routeId": "sa_49761677c6ffdce126a4fe02",
"moleculeId": "sa_d40bf64851bbb31f5429d173",
"parentId": "16709",
"isLeaf": false,
"molecule": {
"id": "sa_d40bf64851bbb31f5429d173",
"inchikey": "XYHROOFURNWQEN-UHFFFAOYSA-N",
"smiles": "Cc1nc(NCc2ccccn2)nc(Cl)c1C"
},
"smiles": "Cc1nc(NCc2ccccn2)nc(Cl)c1C",
"reactionStepId": "sa_0d19ddb59550bdb295092d2e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09447051B2;0380;1807479\",\"rsmi\":\"ClO[Cl:6].O=[c:5]1[c:3]([CH3:4])[c:2]([CH3:1])[n:17][c:8]([NH:9][CH2:10][c:11]2[n:12][cH:13][cH:14][cH:15][cH:16]2)[nH:7]1>CN(C)C=O.[P+5]>[CH3:1][c:2]1[c:3]([CH3:4])[c:5]([Cl:6])[n:7][c:8]([NH:9][CH2:10][c:11]2[n:12][cH:13][cH:14][cH:15][cH:16]2)[n:17]1\"},\"mapped_reaction_smiles\":\"ClO[Cl:6].O=[c:5]1[c:3]([CH3:4])[c:2]([CH3:1])[n:17][c:8]([NH:9][CH2:10][c:11]2[n:12][cH:13][cH:14][cH:15][cH:16]2)[nH:7]1>CN(C)C=O.[P+5]>[CH3:1][c:2]1[c:3]([CH3:4])[c:5]([Cl:6])[n:7][c:8]([NH:9][CH2:10][c:11]2[n:12][cH:13][cH:14][cH:15][cH:16]2)[n:17]1\"}",
"reactionStep": {
"id": "sa_0d19ddb59550bdb295092d2e",
"reactionHash": "081975d3c994a9ccd53f76cf32f375b483eef5d7e51c9c3454a68202808f5a08"
},
"children": [
{
"id": "16712",
"routeId": "sa_49761677c6ffdce126a4fe02",
"moleculeId": "sa_e80b83a0dbba25389e4812ff",
"parentId": "16711",
"isLeaf": true,
"molecule": {
"id": "sa_e80b83a0dbba25389e4812ff",
"inchikey": "RCJVRSBWZCNNQT-UHFFFAOYSA-N",
"smiles": "ClOCl"
},
"smiles": "ClOCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16713",
"routeId": "sa_49761677c6ffdce126a4fe02",
"moleculeId": "sa_541df96aa00174ebc27736ca",
"parentId": "16711",
"isLeaf": false,
"molecule": {
"id": "sa_541df96aa00174ebc27736ca",
"inchikey": "UZDIYDVWXVCLHD-UHFFFAOYSA-N",
"smiles": "Cc1nc(NCc2ccccn2)[nH]c(=O)c1C"
},
"smiles": "Cc1nc(NCc2ccccn2)[nH]c(=O)c1C",
"reactionStepId": "sa_893782f6961079e68aa74080",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09447051B2;0379;1807478\",\"rsmi\":\"CS[c:8]1[nH:7][c:5](=[O:6])[c:3]([CH3:4])[c:2]([CH3:1])[n:17]1.[NH2:9][CH2:10][c:11]1[n:12][cH:13][cH:14][cH:15][cH:16]1>CCOCC.CS(C)=O.O>[CH3:1][c:2]1[c:3]([CH3:4])[c:5](=[O:6])[nH:7][c:8]([NH:9][CH2:10][c:11]2[n:12][cH:13][cH:14][cH:15][cH:16]2)[n:17]1\"},\"mapped_reaction_smiles\":\"CS[c:8]1[nH:7][c:5](=[O:6])[c:3]([CH3:4])[c:2]([CH3:1])[n:17]1.[NH2:9][CH2:10][c:11]1[n:12][cH:13][cH:14][cH:15][cH:16]1>CCOCC.CS(C)=O.O>[CH3:1][c:2]1[c:3]([CH3:4])[c:5](=[O:6])[nH:7][c:8]([NH:9][CH2:10][c:11]2[n:12][cH:13][cH:14][cH:15][cH:16]2)[n:17]1\"}",
"reactionStep": {
"id": "sa_893782f6961079e68aa74080",
"reactionHash": "01e1db26a1a5d8d143606f716d9536bf22aac79293db00c16368f2f9be52ea9a"
},
"children": [
{
"id": "16714",
"routeId": "sa_49761677c6ffdce126a4fe02",
"moleculeId": "sa_e688c47a0eb4ca67c35ad0bd",
"parentId": "16713",
"isLeaf": true,
"molecule": {
"id": "sa_e688c47a0eb4ca67c35ad0bd",
"inchikey": "WOXFMYVTSLAQMO-UHFFFAOYSA-N",
"smiles": "NCc1ccccn1"
},
"smiles": "NCc1ccccn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16715",
"routeId": "sa_49761677c6ffdce126a4fe02",
"moleculeId": "sa_f6ba6c80ce94e89ab7ce71fd",
"parentId": "16713",
"isLeaf": false,
"molecule": {
"id": "sa_f6ba6c80ce94e89ab7ce71fd",
"inchikey": "ZLKSFIQDRGDZCG-UHFFFAOYSA-N",
"smiles": "CSc1nc(C)c(C)c(=O)[nH]1"
},
"smiles": "CSc1nc(C)c(C)c(=O)[nH]1",
"reactionStepId": "sa_1802f550b9d9c30e4a5cbcdb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09447051B2;0378;1807477\",\"rsmi\":\"I[CH3:1].[S:2]=[c:3]1[nH:4][c:5]([CH3:6])[c:7]([CH3:8])[c:9](=[O:10])[nH:11]1>CC(=O)O.O.[Na+].O>[CH3:1][S:2][c:3]1[n:4][c:5]([CH3:6])[c:7]([CH3:8])[c:9](=[O:10])[nH:11]1\"},\"mapped_reaction_smiles\":\"I[CH3:1].[S:2]=[c:3]1[nH:4][c:5]([CH3:6])[c:7]([CH3:8])[c:9](=[O:10])[nH:11]1>CC(=O)O.O.[Na+].O>[CH3:1][S:2][c:3]1[n:4][c:5]([CH3:6])[c:7]([CH3:8])[c:9](=[O:10])[nH:11]1\"}",
"reactionStep": {
"id": "sa_1802f550b9d9c30e4a5cbcdb",
"reactionHash": "0d67a4594e6923f0e4345f37658443869b6764101ea0ce412eba0636e94676ef"
},
"children": [
{
"id": "16716",
"routeId": "sa_49761677c6ffdce126a4fe02",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "16715",
"isLeaf": true,
"molecule": {
"id": "sa_82fdccf7d1cc329c9db73f21",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16717",
"routeId": "sa_49761677c6ffdce126a4fe02",
"moleculeId": "sa_13e3dea7b5065a0daecf8f77",
"parentId": "16715",
"isLeaf": false,
"molecule": {
"id": "sa_13e3dea7b5065a0daecf8f77",
"inchikey": "MEAKRQUSGACTFV-UHFFFAOYSA-N",
"smiles": "Cc1[nH]c(=S)[nH]c(=O)c1C"
},
"smiles": "Cc1[nH]c(=S)[nH]c(=O)c1C",
"reactionStepId": "sa_ee5f04b217e5907da1d1570f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09447051B2;0344;1807450\",\"rsmi\":\"CCO[C:5]([CH:3]([C:2](=O)[CH3:1])[CH3:4])=[O:6].[NH2:7][C:8](=[S:9])[NH2:10]>C1CCOC1.CC(C)(C)O.CCO.[K+]>[CH3:1][c:2]1[c:3]([CH3:4])[c:5](=[O:6])[nH:7][c:8](=[S:9])[nH:10]1\"},\"mapped_reaction_smiles\":\"CCO[C:5]([CH:3]([C:2](=O)[CH3:1])[CH3:4])=[O:6].[NH2:7][C:8](=[S:9])[NH2:10]>C1CCOC1.CC(C)(C)O.CCO.[K+]>[CH3:1][c:2]1[c:3]([CH3:4])[c:5](=[O:6])[nH:7][c:8](=[S:9])[nH:10]1\"}",
"reactionStep": {
"id": "sa_ee5f04b217e5907da1d1570f",
"reactionHash": "8644322aabdc76b1d082a8006b576fa72864efafda1a81887ddfda7494f46b86"
},
"children": [
{
"id": "16718",
"routeId": "sa_49761677c6ffdce126a4fe02",
"moleculeId": "sa_eef83b1444bcca0716231321",
"parentId": "16717",
"isLeaf": true,
"molecule": {
"id": "sa_eef83b1444bcca0716231321",
"inchikey": "FNENWZWNOPCZGK-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(C)C(C)=O"
},
"smiles": "CCOC(=O)C(C)C(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16719",
"routeId": "sa_49761677c6ffdce126a4fe02",
"moleculeId": "sa_0a009292cb56c16b36a8cebf",
"parentId": "16717",
"isLeaf": true,
"molecule": {
"id": "sa_0a009292cb56c16b36a8cebf",
"inchikey": "UMGDCJDMYOKAJW-UHFFFAOYSA-N",
"smiles": "N=C(N)S"
},
"smiles": "NC(N)=S",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
]
}
}