Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Nc1nc(NCc2ccc(C(=O)Nc3ccccc3N)cc2)nc(NC2Cc3ccccc3C2)n1
InChiKey
WEGZAQQQNAZHTD-UHFFFAOYSA-N
Route Signature
38049037be7e80e4c0e63fc758f197e9770ab8205e418fdc350fbfa62ad4832a
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_26a38fbb71e3c12bf2d31dd1",
"signature": "38049037be7e80e4c0e63fc758f197e9770ab8205e418fdc350fbfa62ad4832a",
"contentHash": "c0d2527884ecd5943d4c46e4448ae50a1ef8496f8b822402b135efd143a63642",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_4410cc56e2edc1af8a6d5de4",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01462",
"moleculeId": "sa_752baa82218356ad74c636ce",
"smiles": "Nc1nc(NCc2ccc(C(=O)Nc3ccccc3N)cc2)nc(NC2Cc3ccccc3C2)n1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_752baa82218356ad74c636ce",
"inchikey": "WEGZAQQQNAZHTD-UHFFFAOYSA-N",
"smiles": "Nc1nc(NCc2ccc(C(=O)Nc3ccccc3N)cc2)nc(NC2Cc3ccccc3C2)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "5641",
"routeId": "sa_26a38fbb71e3c12bf2d31dd1",
"moleculeId": "sa_752baa82218356ad74c636ce",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_752baa82218356ad74c636ce",
"inchikey": "WEGZAQQQNAZHTD-UHFFFAOYSA-N",
"smiles": "Nc1nc(NCc2ccc(C(=O)Nc3ccccc3N)cc2)nc(NC2Cc3ccccc3C2)n1"
},
"smiles": "Nc1nc(NCc2ccc(C(=O)Nc3ccccc3N)cc2)nc(NC2Cc3ccccc3C2)n1",
"reactionStepId": "sa_68d27ce5b8686b252e1335f6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040072770A1;0105;145921\",\"rsmi\":\"O[C:11]([c:10]1[cH:9][cH:8][c:7]([CH2:6][NH:5][c:4]2[n:3][c:2]([NH2:1])[n:35][c:24]([NH:25][CH:26]3[CH2:27][c:28]4[cH:29][cH:30][cH:31][cH:32][c:33]4[CH2:34]3)[n:23]2)[cH:22][cH:21]1)=[O:12].[NH2:13][c:14]1[c:15]([NH2:16])[cH:17][cH:18][cH:19][cH:20]1>CCN(CC)CC.CCOC(C)=O.CN(C)C=O.CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.F[PH](F)(F)(F)(F)F.Cl.N>[NH2:1][c:2]1[n:3][c:4]([NH:5][CH2:6][c:7]2[cH:8][cH:9][c:10]([C:11](=[O:12])[NH:13][c:14]3[c:15]([NH2:16])[cH:17][cH:18][cH:19][cH:20]3)[cH:21][cH:22]2)[n:23][c:24]([NH:25][CH:26]2[CH2:27][c:28]3[cH:29][cH:30][cH:31][cH:32][c:33]3[CH2:34]2)[n:35]1\"},\"mapped_reaction_smiles\":\"O[C:11]([c:10]1[cH:9][cH:8][c:7]([CH2:6][NH:5][c:4]2[n:3][c:2]([NH2:1])[n:35][c:24]([NH:25][CH:26]3[CH2:27][c:28]4[cH:29][cH:30][cH:31][cH:32][c:33]4[CH2:34]3)[n:23]2)[cH:22][cH:21]1)=[O:12].[NH2:13][c:14]1[c:15]([NH2:16])[cH:17][cH:18][cH:19][cH:20]1>CCN(CC)CC.CCOC(C)=O.CN(C)C=O.CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.F[PH](F)(F)(F)(F)F.Cl.N>[NH2:1][c:2]1[n:3][c:4]([NH:5][CH2:6][c:7]2[cH:8][cH:9][c:10]([C:11](=[O:12])[NH:13][c:14]3[c:15]([NH2:16])[cH:17][cH:18][cH:19][cH:20]3)[cH:21][cH:22]2)[n:23][c:24]([NH:25][CH:26]2[CH2:27][c:28]3[cH:29][cH:30][cH:31][cH:32][c:33]3[CH2:34]2)[n:35]1\"}",
"reactionStep": {
"id": "sa_68d27ce5b8686b252e1335f6",
"reactionHash": "509f95c05c867e9a80a7d57b1ec942c7efd741ea52ba8f143a9a1f1175b961eb"
},
"children": [
{
"id": "5642",
"routeId": "sa_26a38fbb71e3c12bf2d31dd1",
"moleculeId": "sa_590b79706b6449cb6aa7cc36",
"parentId": "5641",
"isLeaf": true,
"molecule": {
"id": "sa_590b79706b6449cb6aa7cc36",
"inchikey": "GEYOCULIXLDCMW-UHFFFAOYSA-N",
"smiles": "Nc1ccccc1N"
},
"smiles": "Nc1ccccc1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5643",
"routeId": "sa_26a38fbb71e3c12bf2d31dd1",
"moleculeId": "sa_ff643d17d0e9ff8483a4b9d5",
"parentId": "5641",
"isLeaf": false,
"molecule": {
"id": "sa_ff643d17d0e9ff8483a4b9d5",
"inchikey": "IHAHLZZNQXZSBK-UHFFFAOYSA-N",
"smiles": "Nc1nc(NCc2ccc(C(=O)O)cc2)nc(NC2Cc3ccccc3C2)n1"
},
"smiles": "Nc1nc(NCc2ccc(C(=O)O)cc2)nc(NC2Cc3ccccc3C2)n1",
"reactionStepId": "sa_fbc3a5284ee3bcca9e09ab1e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040072770A1;0103;145920\",\"rsmi\":\"C[O:13][C:11]([c:10]1[cH:9][cH:8][c:7]([CH2:6][NH:5][c:4]2[n:3][c:2]([NH2:1])[n:28][c:17]([NH:18][CH:19]3[CH2:20][c:21]4[cH:22][cH:23][cH:24][cH:25][c:26]4[CH2:27]3)[n:16]2)[cH:15][cH:14]1)=[O:12]>C1CCOC1.Cl.O.O.[Li]O>[NH2:1][c:2]1[n:3][c:4]([NH:5][CH2:6][c:7]2[cH:8][cH:9][c:10]([C:11](=[O:12])[OH:13])[cH:14][cH:15]2)[n:16][c:17]([NH:18][CH:19]2[CH2:20][c:21]3[cH:22][cH:23][cH:24][cH:25][c:26]3[CH2:27]2)[n:28]1\"},\"mapped_reaction_smiles\":\"C[O:13][C:11]([c:10]1[cH:9][cH:8][c:7]([CH2:6][NH:5][c:4]2[n:3][c:2]([NH2:1])[n:28][c:17]([NH:18][CH:19]3[CH2:20][c:21]4[cH:22][cH:23][cH:24][cH:25][c:26]4[CH2:27]3)[n:16]2)[cH:15][cH:14]1)=[O:12]>C1CCOC1.Cl.O.O.[Li]O>[NH2:1][c:2]1[n:3][c:4]([NH:5][CH2:6][c:7]2[cH:8][cH:9][c:10]([C:11](=[O:12])[OH:13])[cH:14][cH:15]2)[n:16][c:17]([NH:18][CH:19]2[CH2:20][c:21]3[cH:22][cH:23][cH:24][cH:25][c:26]3[CH2:27]2)[n:28]1\"}",
"reactionStep": {
"id": "sa_fbc3a5284ee3bcca9e09ab1e",
"reactionHash": "3c9282b2b9c2e86b782c4c701dd8a2368111c240aa66c6707922c992a3e6ab60"
},
"children": [
{
"id": "5644",
"routeId": "sa_26a38fbb71e3c12bf2d31dd1",
"moleculeId": "sa_80b7543b01033418f4329add",
"parentId": "5643",
"isLeaf": false,
"molecule": {
"id": "sa_80b7543b01033418f4329add",
"inchikey": "ZRSKCJZDDBRNCN-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(CNc2nc(N)nc(NC3Cc4ccccc4C3)n2)cc1"
},
"smiles": "COC(=O)c1ccc(CNc2nc(N)nc(NC3Cc4ccccc4C3)n2)cc1",
"reactionStepId": "sa_3a325c0d05dd3753b1c12eed",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040072770A1;0101;145919\",\"rsmi\":\"Cl[c:25]1[n:24][c:13]([NH:14][CH:15]2[CH2:16][c:17]3[cH:18][cH:19][cH:20][cH:21][c:22]3[CH2:23]2)[n:12][c:11]([NH:10][CH2:9][c:8]2[cH:7][cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:29][cH:28]2)[n:27]1.[NH3:26]>C1COCCO1.CCOC(C)=O.Cl.N>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([CH2:9][NH:10][c:11]2[n:12][c:13]([NH:14][CH:15]3[CH2:16][c:17]4[cH:18][cH:19][cH:20][cH:21][c:22]4[CH2:23]3)[n:24][c:25]([NH2:26])[n:27]2)[cH:28][cH:29]1\"},\"mapped_reaction_smiles\":\"Cl[c:25]1[n:24][c:13]([NH:14][CH:15]2[CH2:16][c:17]3[cH:18][cH:19][cH:20][cH:21][c:22]3[CH2:23]2)[n:12][c:11]([NH:10][CH2:9][c:8]2[cH:7][cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:29][cH:28]2)[n:27]1.[NH3:26]>C1COCCO1.CCOC(C)=O.Cl.N>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([CH2:9][NH:10][c:11]2[n:12][c:13]([NH:14][CH:15]3[CH2:16][c:17]4[cH:18][cH:19][cH:20][cH:21][c:22]4[CH2:23]3)[n:24][c:25]([NH2:26])[n:27]2)[cH:28][cH:29]1\"}",
"reactionStep": {
"id": "sa_3a325c0d05dd3753b1c12eed",
"reactionHash": "9676403a8e9699ca7427a98ccb22f2519ca034e3aec2c8c3c4760c3ae2cf8d24"
},
"children": [
{
"id": "5645",
"routeId": "sa_26a38fbb71e3c12bf2d31dd1",
"moleculeId": "sa_1ef5bab32a9179c163e2b5d0",
"parentId": "5644",
"isLeaf": false,
"molecule": {
"id": "sa_1ef5bab32a9179c163e2b5d0",
"inchikey": "BFIYMUOUENDNRF-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(CNc2nc(Cl)nc(NC3Cc4ccccc4C3)n2)cc1"
},
"smiles": "COC(=O)c1ccc(CNc2nc(Cl)nc(NC3Cc4ccccc4C3)n2)cc1",
"reactionStepId": "sa_cc411eebd42a870d8601649a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040072770A1;0098;145918\",\"rsmi\":\"Cl[c:13]1[n:12][c:11]([NH:10][CH2:9][c:8]2[cH:7][cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:29][cH:28]2)[n:27][c:25]([Cl:26])[n:24]1.[NH2:14][CH:15]1[CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][c:22]2[CH2:23]1>C1CCOC1.CCN(C(C)C)C(C)C.CCOC(C)=O.Cl.Cl.N>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([CH2:9][NH:10][c:11]2[n:12][c:13]([NH:14][CH:15]3[CH2:16][c:17]4[cH:18][cH:19][cH:20][cH:21][c:22]4[CH2:23]3)[n:24][c:25]([Cl:26])[n:27]2)[cH:28][cH:29]1\"},\"mapped_reaction_smiles\":\"Cl[c:13]1[n:12][c:11]([NH:10][CH2:9][c:8]2[cH:7][cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:29][cH:28]2)[n:27][c:25]([Cl:26])[n:24]1.[NH2:14][CH:15]1[CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][c:22]2[CH2:23]1>C1CCOC1.CCN(C(C)C)C(C)C.CCOC(C)=O.Cl.Cl.N>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([CH2:9][NH:10][c:11]2[n:12][c:13]([NH:14][CH:15]3[CH2:16][c:17]4[cH:18][cH:19][cH:20][cH:21][c:22]4[CH2:23]3)[n:24][c:25]([Cl:26])[n:27]2)[cH:28][cH:29]1\"}",
"reactionStep": {
"id": "sa_cc411eebd42a870d8601649a",
"reactionHash": "edb4468c4ee8504df2b6229b15519d021e831d6779f6cd76b2d68abae7ff3a8b"
},
"children": [
{
"id": "5646",
"routeId": "sa_26a38fbb71e3c12bf2d31dd1",
"moleculeId": "sa_307dcf2a447bf9a3ef5878c6",
"parentId": "5645",
"isLeaf": false,
"molecule": {
"id": "sa_307dcf2a447bf9a3ef5878c6",
"inchikey": "DCAKEZDWADNLJJ-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(CNc2nc(Cl)nc(Cl)n2)cc1"
},
"smiles": "COC(=O)c1ccc(CNc2nc(Cl)nc(Cl)n2)cc1",
"reactionStepId": "sa_967f4f431a609a9722427246",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040072770A1;0092;145916\",\"rsmi\":\"Cl[c:11]1[n:12][c:13]([Cl:14])[n:15][c:16]([Cl:17])[n:18]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([CH2:9][NH2:10])[cH:19][cH:20]1>C1CCOC1.CCN(C(C)C)C(C)C.CCOC(C)=O.Cl.Cl.N>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([CH2:9][NH:10][c:11]2[n:12][c:13]([Cl:14])[n:15][c:16]([Cl:17])[n:18]2)[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"Cl[c:11]1[n:12][c:13]([Cl:14])[n:15][c:16]([Cl:17])[n:18]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([CH2:9][NH2:10])[cH:19][cH:20]1>C1CCOC1.CCN(C(C)C)C(C)C.CCOC(C)=O.Cl.Cl.N>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]([CH2:9][NH:10][c:11]2[n:12][c:13]([Cl:14])[n:15][c:16]([Cl:17])[n:18]2)[cH:19][cH:20]1\"}",
"reactionStep": {
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"reactionHash": "dc884afe63f840d82c1468f13d45a63b2bfcc11e20ef0d3590e25e7212bd6bcf"
},
"children": [
{
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"routeId": "sa_26a38fbb71e3c12bf2d31dd1",
"moleculeId": "sa_14dc185c3fbc67f2c918cd11",
"parentId": "5646",
"isLeaf": true,
"molecule": {
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"inchikey": "AQBJGAUQEJFPKZ-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(CN)cc1"
},
"smiles": "COC(=O)c1ccc(CN)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5648",
"routeId": "sa_26a38fbb71e3c12bf2d31dd1",
"moleculeId": "sa_e1ea4fb4466daf9cbfae263c",
"parentId": "5646",
"isLeaf": true,
"molecule": {
"id": "sa_e1ea4fb4466daf9cbfae263c",
"inchikey": "MGNCLNQXLYJVJD-UHFFFAOYSA-N",
"smiles": "Clc1nc(Cl)nc(Cl)n1"
},
"smiles": "Clc1nc(Cl)nc(Cl)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
},
{
"id": "5649",
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"moleculeId": "sa_9299fa1b9a5ca04223984752",
"parentId": "5645",
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"molecule": {
"id": "sa_9299fa1b9a5ca04223984752",
"inchikey": "LMHHFZAXSANGGM-UHFFFAOYSA-N",
"smiles": "NC1Cc2ccccc2C1"
},
"smiles": "NC1Cc2ccccc2C1",
"reactionStepId": null,
"template": null,
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}
]
},
{
"id": "5650",
"routeId": "sa_26a38fbb71e3c12bf2d31dd1",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "5644",
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"molecule": {
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"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
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}
]
}
]
}
]
}
}