Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=c1c2cc(F)c(N3CCCC3)cc2n(-c2ccc(F)cc2F)c(=O)n1O
InChiKey
CCQBEMUOQRLOSO-UHFFFAOYSA-N
Route Signature
a6e36db1a79509c98197d2106871fa466bfbdb6e16308295986df985ff4bb4c4
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_e19bd168d7cbb0e122a57f88",
"signature": "a6e36db1a79509c98197d2106871fa466bfbdb6e16308295986df985ff4bb4c4",
"contentHash": "0e49674ead115ff6d1f0f938446e856397b4e71e6ecf39c4c8719abd04705279",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_e433e7b7443fcf45fdfc6d01",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01006",
"moleculeId": "sa_8b0a70b5093e0a479bf9aca1",
"smiles": "O=c1c2cc(F)c(N3CCCC3)cc2n(-c2ccc(F)cc2F)c(=O)n1O",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_8b0a70b5093e0a479bf9aca1",
"inchikey": "CCQBEMUOQRLOSO-UHFFFAOYSA-N",
"smiles": "O=c1c2cc(F)c(N3CCCC3)cc2n(-c2ccc(F)cc2F)c(=O)n1O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "5220",
"routeId": "sa_e19bd168d7cbb0e122a57f88",
"moleculeId": "sa_8b0a70b5093e0a479bf9aca1",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8b0a70b5093e0a479bf9aca1",
"inchikey": "CCQBEMUOQRLOSO-UHFFFAOYSA-N",
"smiles": "O=c1c2cc(F)c(N3CCCC3)cc2n(-c2ccc(F)cc2F)c(=O)n1O"
},
"smiles": "O=c1c2cc(F)c(N3CCCC3)cc2n(-c2ccc(F)cc2F)c(=O)n1O",
"reactionStepId": "sa_486a3520e5316091136f1453",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06331538B1;;539152\",\"rsmi\":\"c1ccc(C[O:27][n:26]2[c:2](=[O:1])[c:3]3[cH:4][c:5]([F:6])[c:7]([N:8]4[CH2:9][CH2:10][CH2:11][CH2:12]4)[cH:13][c:14]3[n:15](-[c:16]3[c:17]([F:18])[cH:19][c:20]([F:21])[cH:22][cH:23]3)[c:24]2=[O:25])cc1>C1CCOC1.[H][H].[Pd]>[O:1]=[c:2]1[c:3]2[cH:4][c:5]([F:6])[c:7]([N:8]3[CH2:9][CH2:10][CH2:11][CH2:12]3)[cH:13][c:14]2[n:15](-[c:16]2[c:17]([F:18])[cH:19][c:20]([F:21])[cH:22][cH:23]2)[c:24](=[O:25])[n:26]1[OH:27]\"},\"mapped_reaction_smiles\":\"c1ccc(C[O:27][n:26]2[c:2](=[O:1])[c:3]3[cH:4][c:5]([F:6])[c:7]([N:8]4[CH2:9][CH2:10][CH2:11][CH2:12]4)[cH:13][c:14]3[n:15](-[c:16]3[c:17]([F:18])[cH:19][c:20]([F:21])[cH:22][cH:23]3)[c:24]2=[O:25])cc1>C1CCOC1.[H][H].[Pd]>[O:1]=[c:2]1[c:3]2[cH:4][c:5]([F:6])[c:7]([N:8]3[CH2:9][CH2:10][CH2:11][CH2:12]3)[cH:13][c:14]2[n:15](-[c:16]2[c:17]([F:18])[cH:19][c:20]([F:21])[cH:22][cH:23]2)[c:24](=[O:25])[n:26]1[OH:27]\"}",
"reactionStep": {
"id": "sa_486a3520e5316091136f1453",
"reactionHash": "64ee973da25458ff00a834f9de4d45df380aef754902dddde3d718e696a8ca0d"
},
"children": [
{
"id": "5221",
"routeId": "sa_e19bd168d7cbb0e122a57f88",
"moleculeId": "sa_ca6822453f41d65f63073653",
"parentId": "5220",
"isLeaf": false,
"molecule": {
"id": "sa_ca6822453f41d65f63073653",
"inchikey": "VQLKPLMNRNKQFT-UHFFFAOYSA-N",
"smiles": "O=c1c2cc(F)c(N3CCCC3)cc2n(-c2ccc(F)cc2F)c(=O)n1OCc1ccccc1"
},
"smiles": "O=c1c2cc(F)c(N3CCCC3)cc2n(-c2ccc(F)cc2F)c(=O)n1OCc1ccccc1",
"reactionStepId": "sa_054439622f89af4bb70786bd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06331538B1;;539110\",\"rsmi\":\"F[c:7]1[c:5]([F:6])[cH:4][c:3]2[c:2](=[O:1])[n:26]([O:27][CH2:28][c:29]3[cH:30][cH:31][cH:32][cH:33][cH:34]3)[c:24](=[O:25])[n:15](-[c:16]3[c:17]([F:18])[cH:19][c:20]([F:21])[cH:22][cH:23]3)[c:14]2[cH:13]1.[NH:8]1[CH2:9][CH2:10][CH2:11][CH2:12]1>CC#N.CCN(CC)CC>[O:1]=[c:2]1[c:3]2[cH:4][c:5]([F:6])[c:7]([N:8]3[CH2:9][CH2:10][CH2:11][CH2:12]3)[cH:13][c:14]2[n:15](-[c:16]2[c:17]([F:18])[cH:19][c:20]([F:21])[cH:22][cH:23]2)[c:24](=[O:25])[n:26]1[O:27][CH2:28][c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1\"},\"mapped_reaction_smiles\":\"F[c:7]1[c:5]([F:6])[cH:4][c:3]2[c:2](=[O:1])[n:26]([O:27][CH2:28][c:29]3[cH:30][cH:31][cH:32][cH:33][cH:34]3)[c:24](=[O:25])[n:15](-[c:16]3[c:17]([F:18])[cH:19][c:20]([F:21])[cH:22][cH:23]3)[c:14]2[cH:13]1.[NH:8]1[CH2:9][CH2:10][CH2:11][CH2:12]1>CC#N.CCN(CC)CC>[O:1]=[c:2]1[c:3]2[cH:4][c:5]([F:6])[c:7]([N:8]3[CH2:9][CH2:10][CH2:11][CH2:12]3)[cH:13][c:14]2[n:15](-[c:16]2[c:17]([F:18])[cH:19][c:20]([F:21])[cH:22][cH:23]2)[c:24](=[O:25])[n:26]1[O:27][CH2:28][c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1\"}",
"reactionStep": {
"id": "sa_054439622f89af4bb70786bd",
"reactionHash": "a7203d50c87ba823461107fe1d45994f9d17d9188bbd22f3e5f2bd74436b7397"
},
"children": [
{
"id": "5222",
"routeId": "sa_e19bd168d7cbb0e122a57f88",
"moleculeId": "sa_62377f86fd21f04e8ff496ef",
"parentId": "5221",
"isLeaf": true,
"molecule": {
"id": "sa_62377f86fd21f04e8ff496ef",
"inchikey": "RWRDLPDLKQPQOW-UHFFFAOYSA-N",
"smiles": "C1CCNC1"
},
"smiles": "C1CCNC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5223",
"routeId": "sa_e19bd168d7cbb0e122a57f88",
"moleculeId": "sa_1731ab3e8b7b45e88f935d3c",
"parentId": "5221",
"isLeaf": false,
"molecule": {
"id": "sa_1731ab3e8b7b45e88f935d3c",
"inchikey": "TUKAPVFXEMUIJA-UHFFFAOYSA-N",
"smiles": "O=c1c2cc(F)c(F)cc2n(-c2ccc(F)cc2F)c(=O)n1OCc1ccccc1"
},
"smiles": "O=c1c2cc(F)c(F)cc2n(-c2ccc(F)cc2F)c(=O)n1OCc1ccccc1",
"reactionStepId": "sa_1535d3473108387981c52e47",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06331538B1;;539109\",\"rsmi\":\"[O:1]=[C:2]([c:3]1[cH:4][c:5]([F:6])[c:7]([F:8])[cH:9][c:10]1[NH:11][c:12]1[c:13]([F:14])[cH:15][c:16]([F:17])[cH:18][cH:19]1)[NH:22][O:23][CH2:24][c:25]1[cH:26][cH:27][cH:28][cH:29][cH:30]1.c1cn([C:20](n2ccnc2)=[O:21])cn1>C1CCOC1>[O:1]=[c:2]1[c:3]2[cH:4][c:5]([F:6])[c:7]([F:8])[cH:9][c:10]2[n:11](-[c:12]2[c:13]([F:14])[cH:15][c:16]([F:17])[cH:18][cH:19]2)[c:20](=[O:21])[n:22]1[O:23][CH2:24][c:25]1[cH:26][cH:27][cH:28][cH:29][cH:30]1\"},\"mapped_reaction_smiles\":\"[O:1]=[C:2]([c:3]1[cH:4][c:5]([F:6])[c:7]([F:8])[cH:9][c:10]1[NH:11][c:12]1[c:13]([F:14])[cH:15][c:16]([F:17])[cH:18][cH:19]1)[NH:22][O:23][CH2:24][c:25]1[cH:26][cH:27][cH:28][cH:29][cH:30]1.c1cn([C:20](n2ccnc2)=[O:21])cn1>C1CCOC1>[O:1]=[c:2]1[c:3]2[cH:4][c:5]([F:6])[c:7]([F:8])[cH:9][c:10]2[n:11](-[c:12]2[c:13]([F:14])[cH:15][c:16]([F:17])[cH:18][cH:19]2)[c:20](=[O:21])[n:22]1[O:23][CH2:24][c:25]1[cH:26][cH:27][cH:28][cH:29][cH:30]1\"}",
"reactionStep": {
"id": "sa_1535d3473108387981c52e47",
"reactionHash": "7733291c583d3410a27f7b8ebb44c7156fe657b12abd9f4fa7d48d1767954e1d"
},
"children": [
{
"id": "5224",
"routeId": "sa_e19bd168d7cbb0e122a57f88",
"moleculeId": "sa_0b30a91a54f3198f02aa887d",
"parentId": "5223",
"isLeaf": true,
"molecule": {
"id": "sa_0b30a91a54f3198f02aa887d",
"inchikey": "PFKFTWBEEFSNDU-UHFFFAOYSA-N",
"smiles": "O=C(n1ccnc1)n1ccnc1"
},
"smiles": "O=C(n1ccnc1)n1ccnc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5225",
"routeId": "sa_e19bd168d7cbb0e122a57f88",
"moleculeId": "sa_9e22af14b97455d71c75a2cc",
"parentId": "5223",
"isLeaf": false,
"molecule": {
"id": "sa_9e22af14b97455d71c75a2cc",
"inchikey": "RVZPXUOQDZTYJI-UHFFFAOYSA-N",
"smiles": "O=C(NOCc1ccccc1)c1cc(F)c(F)cc1Nc1ccc(F)cc1F"
},
"smiles": "O=C(NOCc1ccccc1)c1cc(F)c(F)cc1Nc1ccc(F)cc1F",
"reactionStepId": "sa_b79ba6275b40b55637556607",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06331538B1;;539108\",\"rsmi\":\"O[C:2](=[O:1])[c:12]1[c:13]([NH:14][c:15]2[c:16]([F:17])[cH:18][c:19]([F:20])[cH:21][cH:22]2)[cH:23][c:24]([F:25])[c:26]([F:27])[cH:28]1.[NH2:3][O:4][CH2:5][c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1>C1CCOC1.CCN(CC)CC.Cl.O=C(n1ccnc1)n1ccnc1>[O:1]=[C:2]([NH:3][O:4][CH2:5][c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1)[c:12]1[c:13]([NH:14][c:15]2[c:16]([F:17])[cH:18][c:19]([F:20])[cH:21][cH:22]2)[cH:23][c:24]([F:25])[c:26]([F:27])[cH:28]1\"},\"mapped_reaction_smiles\":\"O[C:2](=[O:1])[c:12]1[c:13]([NH:14][c:15]2[c:16]([F:17])[cH:18][c:19]([F:20])[cH:21][cH:22]2)[cH:23][c:24]([F:25])[c:26]([F:27])[cH:28]1.[NH2:3][O:4][CH2:5][c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1>C1CCOC1.CCN(CC)CC.Cl.O=C(n1ccnc1)n1ccnc1>[O:1]=[C:2]([NH:3][O:4][CH2:5][c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1)[c:12]1[c:13]([NH:14][c:15]2[c:16]([F:17])[cH:18][c:19]([F:20])[cH:21][cH:22]2)[cH:23][c:24]([F:25])[c:26]([F:27])[cH:28]1\"}",
"reactionStep": {
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"reactionHash": "571040c00654c19eee32f339257a26e02cd558c48ae2020bc1ea975c0f6b24ec"
},
"children": [
{
"id": "5226",
"routeId": "sa_e19bd168d7cbb0e122a57f88",
"moleculeId": "sa_3abe9d0c3287a2b0367ba20e",
"parentId": "5225",
"isLeaf": false,
"molecule": {
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"inchikey": "HTURLAGGUMXTAE-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cc(F)c(F)cc1Nc1ccc(F)cc1F"
},
"smiles": "O=C(O)c1cc(F)c(F)cc1Nc1ccc(F)cc1F",
"reactionStepId": "sa_65e0fdaf76814d33095bb1dd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06331538B1;;539107\",\"rsmi\":\"F[c:5]1[c:4]([C:2](=[O:1])[OH:3])[cH:20][c:18]([F:19])[c:16]([F:17])[cH:15]1.[NH2:6][c:7]1[c:8]([F:9])[cH:10][c:11]([F:12])[cH:13][cH:14]1>C1CCOC1.C1COCCO1.CC(C)NC(C)C.CC(C)NC(C)C.Cl.[Li+].[Li]CCCC>[O:1]=[C:2]([OH:3])[c:4]1[c:5]([NH:6][c:7]2[c:8]([F:9])[cH:10][c:11]([F:12])[cH:13][cH:14]2)[cH:15][c:16]([F:17])[c:18]([F:19])[cH:20]1\"},\"mapped_reaction_smiles\":\"F[c:5]1[c:4]([C:2](=[O:1])[OH:3])[cH:20][c:18]([F:19])[c:16]([F:17])[cH:15]1.[NH2:6][c:7]1[c:8]([F:9])[cH:10][c:11]([F:12])[cH:13][cH:14]1>C1CCOC1.C1COCCO1.CC(C)NC(C)C.CC(C)NC(C)C.Cl.[Li+].[Li]CCCC>[O:1]=[C:2]([OH:3])[c:4]1[c:5]([NH:6][c:7]2[c:8]([F:9])[cH:10][c:11]([F:12])[cH:13][cH:14]2)[cH:15][c:16]([F:17])[c:18]([F:19])[cH:20]1\"}",
"reactionStep": {
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"reactionHash": "2270a6ecd64d4ffe1aa1f74ee0ac7504168db706e07230d18caf7482bae09659"
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"children": [
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"moleculeId": "sa_f3f9babc98165cf12eef3c8d",
"parentId": "5226",
"isLeaf": true,
"molecule": {
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"inchikey": "AKAMNXFLKYKFOJ-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cc(F)c(F)cc1F"
},
"smiles": "O=C(O)c1cc(F)c(F)cc1F",
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{
"id": "5228",
"routeId": "sa_e19bd168d7cbb0e122a57f88",
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"molecule": {
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"inchikey": "CEPCPXLLFXPZGW-UHFFFAOYSA-N",
"smiles": "Nc1ccc(F)cc1F"
},
"smiles": "Nc1ccc(F)cc1F",
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]
},
{
"id": "5229",
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"molecule": {
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"smiles": "NOCc1ccccc1"
},
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}
]
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]
}
]
}
]
}
}