Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc2c(-c3ccccc3)nn(C(=O)OC(C)(C)C)c2cc1Nc1ccccc1Cl
InChiKey
DJXHGFAMDATAKX-UHFFFAOYSA-N
Route Signature
b4618c992003404f13f7622094461894894d5f4199828efab4cf0b4cd1c1d663
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_b3f001e4eff4028de71c50ed",
"signature": "b4618c992003404f13f7622094461894894d5f4199828efab4cf0b4cd1c1d663",
"contentHash": "64131a67420510fa95569fd68f5d0c77d34354c8f476775e5d67ad78ed4999f8",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_6010284943aaa9f0c07227d7",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00171",
"moleculeId": "sa_2ed128a5035fafc6e63f1618",
"smiles": "Cc1cc2c(-c3ccccc3)nn(C(=O)OC(C)(C)C)c2cc1Nc1ccccc1Cl",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_2ed128a5035fafc6e63f1618",
"inchikey": "DJXHGFAMDATAKX-UHFFFAOYSA-N",
"smiles": "Cc1cc2c(-c3ccccc3)nn(C(=O)OC(C)(C)C)c2cc1Nc1ccccc1Cl"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "3567",
"routeId": "sa_b3f001e4eff4028de71c50ed",
"moleculeId": "sa_2ed128a5035fafc6e63f1618",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_2ed128a5035fafc6e63f1618",
"inchikey": "DJXHGFAMDATAKX-UHFFFAOYSA-N",
"smiles": "Cc1cc2c(-c3ccccc3)nn(C(=O)OC(C)(C)C)c2cc1Nc1ccccc1Cl"
},
"smiles": "Cc1cc2c(-c3ccccc3)nn(C(=O)OC(C)(C)C)c2cc1Nc1ccccc1Cl",
"reactionStepId": "sa_af95a718897f3da736d5ba94",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050113370A1;0236;253457\",\"rsmi\":\"Br[c:5]1[c:6]([Cl:7])[cH:8][cH:9][cH:10][cH:11]1.[CH3:1][c:2]1[c:3]([NH2:4])[cH:12][c:13]2[c:14]([cH:15]1)[c:16](-[c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[n:23][n:24]2[C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31]>C1CCOC1.CC(=O)O.CC(=O)O.ClCCl.O.O=C(O)O.[Cs+].[Cs+].[Pd+2].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>[CH3:1][c:2]1[c:3]([NH:4][c:5]2[c:6]([Cl:7])[cH:8][cH:9][cH:10][cH:11]2)[cH:12][c:13]2[c:14]([cH:15]1)[c:16](-[c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[n:23][n:24]2[C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31]\"},\"mapped_reaction_smiles\":\"Br[c:5]1[c:6]([Cl:7])[cH:8][cH:9][cH:10][cH:11]1.[CH3:1][c:2]1[c:3]([NH2:4])[cH:12][c:13]2[c:14]([cH:15]1)[c:16](-[c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[n:23][n:24]2[C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31]>C1CCOC1.CC(=O)O.CC(=O)O.ClCCl.O.O=C(O)O.[Cs+].[Cs+].[Pd+2].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>[CH3:1][c:2]1[c:3]([NH:4][c:5]2[c:6]([Cl:7])[cH:8][cH:9][cH:10][cH:11]2)[cH:12][c:13]2[c:14]([cH:15]1)[c:16](-[c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[n:23][n:24]2[C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31]\"}",
"reactionStep": {
"id": "sa_af95a718897f3da736d5ba94",
"reactionHash": "d63592ca6f46acc8c9c597a3447be58cb483133a010633cbb044bdeaaa7d07ff"
},
"children": [
{
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"moleculeId": "sa_f5b883c076e79f70eccb61cd",
"parentId": "3567",
"isLeaf": false,
"molecule": {
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"inchikey": "OILKDUFNFXLKHX-UHFFFAOYSA-N",
"smiles": "Cc1cc2c(-c3ccccc3)nn(C(=O)OC(C)(C)C)c2cc1N"
},
"smiles": "Cc1cc2c(-c3ccccc3)nn(C(=O)OC(C)(C)C)c2cc1N",
"reactionStepId": "sa_7c6e65b6418c68e1f4b40349",
"template": null,
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"reactionStep": {
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"reactionHash": "3d71b1bd9f49b8848a1b2a692ac405aaaa4e8a19a4c2fdcfe9c444a786e34351"
},
"children": [
{
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"moleculeId": "sa_08a464768023afbcc575f536",
"parentId": "3568",
"isLeaf": false,
"molecule": {
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"inchikey": "UEJZYGJZIQMAAH-UHFFFAOYSA-N",
"smiles": "Cc1cc2c(-c3ccccc3)nn(C(=O)OC(C)(C)C)c2cc1[N+](=O)[O-]"
},
"smiles": "Cc1cc2c(-c3ccccc3)nn(C(=O)OC(C)(C)C)c2cc1[N+](=O)[O-]",
"reactionStepId": "sa_3b381126d14edea43996b58f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050113370A1;0232;253455\",\"rsmi\":\"I[c:11]1[c:9]2[c:8]([cH:7][c:3]([N+:4](=[O:5])[O-:6])[c:2]([CH3:1])[cH:10]2)[n:19]([C:20](=[O:21])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26])[n:18]1.OB(O)[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1>CCO.Cc1ccccc1.ClCCl.Cl[Pd]Cl.O.O=C(O)O.[Fe+2].[Na+].[Na+]>[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]2[c:9]([cH:10]1)[c:11](-[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1)[n:18][n:19]2[C:20](=[O:21])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26]\"},\"mapped_reaction_smiles\":\"I[c:11]1[c:9]2[c:8]([cH:7][c:3]([N+:4](=[O:5])[O-:6])[c:2]([CH3:1])[cH:10]2)[n:19]([C:20](=[O:21])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26])[n:18]1.OB(O)[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1>CCO.Cc1ccccc1.ClCCl.Cl[Pd]Cl.O.O=C(O)O.[Fe+2].[Na+].[Na+]>[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]2[c:9]([cH:10]1)[c:11](-[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1)[n:18][n:19]2[C:20](=[O:21])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26]\"}",
"reactionStep": {
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"reactionHash": "cd6c7fe85bace8876a4b3c1819d91ef72274fd40edfbd306319df1b72e2f452c"
},
"children": [
{
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"moleculeId": "sa_1a8b683ec8b1a3eaafeaf5e4",
"parentId": "3569",
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"molecule": {
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"inchikey": "ALAGFZBVEDAFIO-UHFFFAOYSA-N",
"smiles": "Cc1cc2c(I)nn(C(=O)OC(C)(C)C)c2cc1[N+](=O)[O-]"
},
"smiles": "Cc1cc2c(I)nn(C(=O)OC(C)(C)C)c2cc1[N+](=O)[O-]",
"reactionStepId": "sa_8e54849c5c76f600cfc9df46",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050113370A1;0231;253454\",\"rsmi\":\"CC(C)(C)OC(=O)O[C:15](=[O:16])[O:17][C:18]([CH3:19])([CH3:20])[CH3:21].[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]2[c:9]([cH:10]1)[c:11]([I:12])[n:13][nH:14]2>CC#N.CCN(CC)CC.CN(C)c1ccncc1.CO.ClCCl.O>[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]2[c:9]([cH:10]1)[c:11]([I:12])[n:13][n:14]2[C:15](=[O:16])[O:17][C:18]([CH3:19])([CH3:20])[CH3:21]\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)O[C:15](=[O:16])[O:17][C:18]([CH3:19])([CH3:20])[CH3:21].[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]2[c:9]([cH:10]1)[c:11]([I:12])[n:13][nH:14]2>CC#N.CCN(CC)CC.CN(C)c1ccncc1.CO.ClCCl.O>[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]2[c:9]([cH:10]1)[c:11]([I:12])[n:13][n:14]2[C:15](=[O:16])[O:17][C:18]([CH3:19])([CH3:20])[CH3:21]\"}",
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"children": [
{
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"molecule": {
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"inchikey": "DYHSDKLCOJIUFX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"
},
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C",
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{
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"molecule": {
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"inchikey": "YXDWZCAMTKGVSY-UHFFFAOYSA-N",
"smiles": "Cc1cc2c(I)n[nH]c2cc1[N+](=O)[O-]"
},
"smiles": "Cc1cc2c(I)n[nH]c2cc1[N+](=O)[O-]",
"reactionStepId": "sa_8900b6ed27512ef538a6700c",
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"metadata": "{\"annotations\":{\"ID\":\"US20050113370A1;0230;253453\",\"rsmi\":\"I[I:12].[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]2[nH:9][n:10][cH:11][c:13]2[cH:14]1>CN(C)C=O.O=S(O)O.[K+].[Na+].O>[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]2[nH:9][n:10][c:11]([I:12])[c:13]2[cH:14]1\"},\"mapped_reaction_smiles\":\"I[I:12].[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]2[nH:9][n:10][cH:11][c:13]2[cH:14]1>CN(C)C=O.O=S(O)O.[K+].[Na+].O>[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]2[nH:9][n:10][c:11]([I:12])[c:13]2[cH:14]1\"}",
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"smiles": "Cc1cc2c[nH]nc2cc1[N+](=O)[O-]"
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"smiles": "Cc1cc2cn[nH]c2cc1[N+](=O)[O-]",
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"metadata": "{\"annotations\":{\"ID\":\"US20050113370A1;0229;253452\",\"rsmi\":\"O=[N:10]O.[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]([NH2:9])[c:12]([CH3:11])[cH:13]1>CC(=O)O.O.[Na+]>[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]2[nH:9][n:10][cH:11][c:12]2[cH:13]1\"},\"mapped_reaction_smiles\":\"O=[N:10]O.[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]([NH2:9])[c:12]([CH3:11])[cH:13]1>CC(=O)O.O.[Na+]>[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][c:8]2[nH:9][n:10][cH:11][c:12]2[cH:13]1\"}",
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{
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{
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{
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},
{
"id": "3578",
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"smiles": "Clc1ccccc1Br"
},
"smiles": "Clc1ccccc1Br",
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}
]
}
}