Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(Cl)c1cc(F)ccc1Oc1nc2ccc(-n3cc(-c4ccccc4)nn3)cc2cc1Cc1ccccc1
InChiKey
FSZFCVARIICDGN-UHFFFAOYSA-N
Route Signature
0b9c80607f77cbc229cd437d20e926eb45840277cd9411c912303fa07afa1803
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_2026040e3569e7298874b224",
"signature": "0b9c80607f77cbc229cd437d20e926eb45840277cd9411c912303fa07afa1803",
"contentHash": "7c27c4bc55de408eaf5fb638ea16d15e660c85565e8a22410c02fd768f45f921",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_8d2955ad55be677fe1fb6a8e",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00185",
"moleculeId": "sa_b6eca8a4015c1416857fbb27",
"smiles": "CC(Cl)c1cc(F)ccc1Oc1nc2ccc(-n3cc(-c4ccccc4)nn3)cc2cc1Cc1ccccc1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_b6eca8a4015c1416857fbb27",
"inchikey": "FSZFCVARIICDGN-UHFFFAOYSA-N",
"smiles": "CC(Cl)c1cc(F)ccc1Oc1nc2ccc(-n3cc(-c4ccccc4)nn3)cc2cc1Cc1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12692",
"routeId": "sa_2026040e3569e7298874b224",
"moleculeId": "sa_b6eca8a4015c1416857fbb27",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b6eca8a4015c1416857fbb27",
"inchikey": "FSZFCVARIICDGN-UHFFFAOYSA-N",
"smiles": "CC(Cl)c1cc(F)ccc1Oc1nc2ccc(-n3cc(-c4ccccc4)nn3)cc2cc1Cc1ccccc1"
},
"smiles": "CC(Cl)c1cc(F)ccc1Oc1nc2ccc(-n3cc(-c4ccccc4)nn3)cc2cc1Cc1ccccc1",
"reactionStepId": "sa_655e1cfa6d47a7fdf4768776",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110059948A1;0094;1024052\",\"rsmi\":\"O=S(Cl)[Cl:3].O[CH:2]([CH3:1])[c:4]1[c:5]([O:6][c:7]2[n:8][c:9]3[cH:10][cH:11][c:12](-[n:13]4[cH:14][c:15](-[c:16]5[cH:17][cH:18][cH:19][cH:20][cH:21]5)[n:22][n:23]4)[cH:24][c:25]3[cH:26][c:27]2[CH2:28][c:29]2[cH:30][cH:31][cH:32][cH:33][cH:34]2)[cH:35][cH:36][c:37]([F:38])[cH:39]1>CC#N>[CH3:1][CH:2]([Cl:3])[c:4]1[c:5]([O:6][c:7]2[n:8][c:9]3[cH:10][cH:11][c:12](-[n:13]4[cH:14][c:15](-[c:16]5[cH:17][cH:18][cH:19][cH:20][cH:21]5)[n:22][n:23]4)[cH:24][c:25]3[cH:26][c:27]2[CH2:28][c:29]2[cH:30][cH:31][cH:32][cH:33][cH:34]2)[cH:35][cH:36][c:37]([F:38])[cH:39]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:3].O[CH:2]([CH3:1])[c:4]1[c:5]([O:6][c:7]2[n:8][c:9]3[cH:10][cH:11][c:12](-[n:13]4[cH:14][c:15](-[c:16]5[cH:17][cH:18][cH:19][cH:20][cH:21]5)[n:22][n:23]4)[cH:24][c:25]3[cH:26][c:27]2[CH2:28][c:29]2[cH:30][cH:31][cH:32][cH:33][cH:34]2)[cH:35][cH:36][c:37]([F:38])[cH:39]1>CC#N>[CH3:1][CH:2]([Cl:3])[c:4]1[c:5]([O:6][c:7]2[n:8][c:9]3[cH:10][cH:11][c:12](-[n:13]4[cH:14][c:15](-[c:16]5[cH:17][cH:18][cH:19][cH:20][cH:21]5)[n:22][n:23]4)[cH:24][c:25]3[cH:26][c:27]2[CH2:28][c:29]2[cH:30][cH:31][cH:32][cH:33][cH:34]2)[cH:35][cH:36][c:37]([F:38])[cH:39]1\"}",
"reactionStep": {
"id": "sa_655e1cfa6d47a7fdf4768776",
"reactionHash": "78d83b98d8371229505ae288d738e3758f380bd4f4e761d5c5bc6b745621fbda"
},
"children": [
{
"id": "12693",
"routeId": "sa_2026040e3569e7298874b224",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "12692",
"isLeaf": true,
"molecule": {
"id": "sa_cd67ce42f230ef1a4063353c",
"inchikey": "FYSNRJHAOHDILO-UHFFFAOYSA-N",
"smiles": "O=S(Cl)Cl"
},
"smiles": "O=S(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12694",
"routeId": "sa_2026040e3569e7298874b224",
"moleculeId": "sa_53e65088cd8b89f7f3b7133f",
"parentId": "12692",
"isLeaf": false,
"molecule": {
"id": "sa_53e65088cd8b89f7f3b7133f",
"inchikey": "UMFAIWCUZPACLS-UHFFFAOYSA-N",
"smiles": "CC(O)c1cc(F)ccc1Oc1nc2ccc(-n3cc(-c4ccccc4)nn3)cc2cc1Cc1ccccc1"
},
"smiles": "CC(O)c1cc(F)ccc1Oc1nc2ccc(-n3cc(-c4ccccc4)nn3)cc2cc1Cc1ccccc1",
"reactionStepId": "sa_855746d7c13cfddf5efb610c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110059948A1;0092;1024051\",\"rsmi\":\"[CH3:1][C:2](=[O:3])[c:4]1[c:5]([O:6][c:7]2[n:8][c:9]3[cH:10][cH:11][c:12](-[n:13]4[cH:14][c:15](-[c:16]5[cH:17][cH:18][cH:19][cH:20][cH:21]5)[n:22][n:23]4)[cH:24][c:25]3[cH:26][c:27]2[CH2:28][c:29]2[cH:30][cH:31][cH:32][cH:33][cH:34]2)[cH:35][cH:36][c:37]([F:38])[cH:39]1>C1CCOC1.CCO.B.[Na+]>[CH3:1][CH:2]([OH:3])[c:4]1[c:5]([O:6][c:7]2[n:8][c:9]3[cH:10][cH:11][c:12](-[n:13]4[cH:14][c:15](-[c:16]5[cH:17][cH:18][cH:19][cH:20][cH:21]5)[n:22][n:23]4)[cH:24][c:25]3[cH:26][c:27]2[CH2:28][c:29]2[cH:30][cH:31][cH:32][cH:33][cH:34]2)[cH:35][cH:36][c:37]([F:38])[cH:39]1\"},\"mapped_reaction_smiles\":\"[CH3:1][C:2](=[O:3])[c:4]1[c:5]([O:6][c:7]2[n:8][c:9]3[cH:10][cH:11][c:12](-[n:13]4[cH:14][c:15](-[c:16]5[cH:17][cH:18][cH:19][cH:20][cH:21]5)[n:22][n:23]4)[cH:24][c:25]3[cH:26][c:27]2[CH2:28][c:29]2[cH:30][cH:31][cH:32][cH:33][cH:34]2)[cH:35][cH:36][c:37]([F:38])[cH:39]1>C1CCOC1.CCO.B.[Na+]>[CH3:1][CH:2]([OH:3])[c:4]1[c:5]([O:6][c:7]2[n:8][c:9]3[cH:10][cH:11][c:12](-[n:13]4[cH:14][c:15](-[c:16]5[cH:17][cH:18][cH:19][cH:20][cH:21]5)[n:22][n:23]4)[cH:24][c:25]3[cH:26][c:27]2[CH2:28][c:29]2[cH:30][cH:31][cH:32][cH:33][cH:34]2)[cH:35][cH:36][c:37]([F:38])[cH:39]1\"}",
"reactionStep": {
"id": "sa_855746d7c13cfddf5efb610c",
"reactionHash": "a7d93f489add8ad78c829ecb2e8646a632ec603ad2a9a2a40e0eed19d2ef4cdb"
},
"children": [
{
"id": "12695",
"routeId": "sa_2026040e3569e7298874b224",
"moleculeId": "sa_246c13f316b3a5c7e86bff2f",
"parentId": "12694",
"isLeaf": false,
"molecule": {
"id": "sa_246c13f316b3a5c7e86bff2f",
"inchikey": "BCFOSWLFKWCQDD-UHFFFAOYSA-N",
"smiles": "CC(=O)c1cc(F)ccc1Oc1nc2ccc(-n3cc(-c4ccccc4)nn3)cc2cc1Cc1ccccc1"
},
"smiles": "CC(=O)c1cc(F)ccc1Oc1nc2ccc(-n3cc(-c4ccccc4)nn3)cc2cc1Cc1ccccc1",
"reactionStepId": "sa_47d25582d02be23c1e245e0c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110059948A1;0090;1024050\",\"rsmi\":\"[CH3:1][C:2](=[O:3])[c:4]1[c:5]([O:6][c:7]2[n:8][c:9]3[cH:10][cH:11][c:12]([N:13]=[N+:23]=[N-:22])[cH:24][c:25]3[cH:26][c:27]2[CH2:28][c:29]2[cH:30][cH:31][cH:32][cH:33][cH:34]2)[cH:35][cH:36][c:37]([F:38])[cH:39]1.[CH:14]#[C:15][c:16]1[cH:17][cH:18][cH:19][cH:20][cH:21]1>CC#N.CCN(C(C)C)C(C)C.CCOC(C)=O.[Cu]I>[CH3:1][C:2](=[O:3])[c:4]1[c:5]([O:6][c:7]2[n:8][c:9]3[cH:10][cH:11][c:12](-[n:13]4[cH:14][c:15](-[c:16]5[cH:17][cH:18][cH:19][cH:20][cH:21]5)[n:22][n:23]4)[cH:24][c:25]3[cH:26][c:27]2[CH2:28][c:29]2[cH:30][cH:31][cH:32][cH:33][cH:34]2)[cH:35][cH:36][c:37]([F:38])[cH:39]1\"},\"mapped_reaction_smiles\":\"[CH3:1][C:2](=[O:3])[c:4]1[c:5]([O:6][c:7]2[n:8][c:9]3[cH:10][cH:11][c:12]([N:13]=[N+:23]=[N-:22])[cH:24][c:25]3[cH:26][c:27]2[CH2:28][c:29]2[cH:30][cH:31][cH:32][cH:33][cH:34]2)[cH:35][cH:36][c:37]([F:38])[cH:39]1.[CH:14]#[C:15][c:16]1[cH:17][cH:18][cH:19][cH:20][cH:21]1>CC#N.CCN(C(C)C)C(C)C.CCOC(C)=O.[Cu]I>[CH3:1][C:2](=[O:3])[c:4]1[c:5]([O:6][c:7]2[n:8][c:9]3[cH:10][cH:11][c:12](-[n:13]4[cH:14][c:15](-[c:16]5[cH:17][cH:18][cH:19][cH:20][cH:21]5)[n:22][n:23]4)[cH:24][c:25]3[cH:26][c:27]2[CH2:28][c:29]2[cH:30][cH:31][cH:32][cH:33][cH:34]2)[cH:35][cH:36][c:37]([F:38])[cH:39]1\"}",
"reactionStep": {
"id": "sa_47d25582d02be23c1e245e0c",
"reactionHash": "96028450102405ca25ab56bddbfedccb629b44a23a24b84d37c487a8afc98fe0"
},
"children": [
{
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"routeId": "sa_2026040e3569e7298874b224",
"moleculeId": "sa_ef1b94e1f71d3c3409d328a2",
"parentId": "12695",
"isLeaf": false,
"molecule": {
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"inchikey": "LHNNBLOYNRJKRF-UHFFFAOYSA-N",
"smiles": "CC(=O)c1cc(F)ccc1Oc1nc2ccc(N=[N+]=[N-])cc2cc1Cc1ccccc1"
},
"smiles": "CC(=O)c1cc(F)ccc1Oc1nc2ccc(N=[N+]=[N-])cc2cc1Cc1ccccc1",
"reactionStepId": "sa_efd6221c9df6e1660babb019",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110059948A1;0088;1024049\",\"rsmi\":\"[CH3:1][C:2](=[O:3])[c:4]1[c:5]([O:6][c:7]2[n:8][c:9]3[cH:10][cH:11][c:12]([NH2:13])[cH:16][c:17]3[cH:18][c:19]2[CH2:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28][c:29]([F:30])[cH:31]1.[N-]=[N+:14]=[N-:15]>CC(=O)O.Cl.ClCCl.O.O=NO.[Na+].[Na+].[Na+]>[CH3:1][C:2](=[O:3])[c:4]1[c:5]([O:6][c:7]2[n:8][c:9]3[cH:10][cH:11][c:12]([N:13]=[N+:14]=[N-:15])[cH:16][c:17]3[cH:18][c:19]2[CH2:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28][c:29]([F:30])[cH:31]1\"},\"mapped_reaction_smiles\":\"[CH3:1][C:2](=[O:3])[c:4]1[c:5]([O:6][c:7]2[n:8][c:9]3[cH:10][cH:11][c:12]([NH2:13])[cH:16][c:17]3[cH:18][c:19]2[CH2:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28][c:29]([F:30])[cH:31]1.[N-]=[N+:14]=[N-:15]>CC(=O)O.Cl.ClCCl.O.O=NO.[Na+].[Na+].[Na+]>[CH3:1][C:2](=[O:3])[c:4]1[c:5]([O:6][c:7]2[n:8][c:9]3[cH:10][cH:11][c:12]([N:13]=[N+:14]=[N-:15])[cH:16][c:17]3[cH:18][c:19]2[CH2:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28][c:29]([F:30])[cH:31]1\"}",
"reactionStep": {
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"reactionHash": "075ce4307fb4d0d77bfd42c7fbb9a28e2478fac0b9c3981e93aef63c65b6d7a2"
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"children": [
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"molecule": {
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"inchikey": "IVRMZWNICZWHMI-UHFFFAOYSA-N",
"smiles": "[N]N=[N-]"
},
"smiles": "[N-]=[N+]=[N-]",
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"template": null,
"metadata": null,
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"children": []
},
{
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"molecule": {
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"inchikey": "LVDMTINQACPRRK-UHFFFAOYSA-N",
"smiles": "CC(=O)c1cc(F)ccc1Oc1nc2ccc(N)cc2cc1Cc1ccccc1"
},
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"reactionStepId": "sa_83f2133822d4bfdc8ce26ae9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110059948A1;0086;1024048\",\"rsmi\":\"O=[N+:13]([O-])[c:12]1[cH:11][cH:10][c:9]2[n:8][c:7]([O:6][c:5]3[c:4]([C:2]([CH3:1])=[O:3])[cH:29][c:27]([F:28])[cH:26][cH:25]3)[c:17]([CH2:18][c:19]3[cH:20][cH:21][cH:22][cH:23][cH:24]3)[cH:16][c:15]2[cH:14]1>CCOC(C)=O.[Pd]>[CH3:1][C:2](=[O:3])[c:4]1[c:5]([O:6][c:7]2[n:8][c:9]3[cH:10][cH:11][c:12]([NH2:13])[cH:14][c:15]3[cH:16][c:17]2[CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[cH:25][cH:26][c:27]([F:28])[cH:29]1\"},\"mapped_reaction_smiles\":\"O=[N+:13]([O-])[c:12]1[cH:11][cH:10][c:9]2[n:8][c:7]([O:6][c:5]3[c:4]([C:2]([CH3:1])=[O:3])[cH:29][c:27]([F:28])[cH:26][cH:25]3)[c:17]([CH2:18][c:19]3[cH:20][cH:21][cH:22][cH:23][cH:24]3)[cH:16][c:15]2[cH:14]1>CCOC(C)=O.[Pd]>[CH3:1][C:2](=[O:3])[c:4]1[c:5]([O:6][c:7]2[n:8][c:9]3[cH:10][cH:11][c:12]([NH2:13])[cH:14][c:15]3[cH:16][c:17]2[CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[cH:25][cH:26][c:27]([F:28])[cH:29]1\"}",
"reactionStep": {
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},
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"reactionStepId": "sa_d335a28c1623d1cdfdd4454e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110059948A1;0084;1024047\",\"rsmi\":\"Cl[c:7]1[n:8][c:9]2[cH:10][cH:11][c:12]([N+:13](=[O:14])[O-:15])[cH:16][c:17]2[cH:18][c:19]1[CH2:20][c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1.[CH3:1][C:2](=[O:3])[c:4]1[c:5]([OH:6])[cH:27][cH:28][c:29]([F:30])[cH:31]1>CS(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][C:2](=[O:3])[c:4]1[c:5]([O:6][c:7]2[n:8][c:9]3[cH:10][cH:11][c:12]([N+:13](=[O:14])[O-:15])[cH:16][c:17]3[cH:18][c:19]2[CH2:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28][c:29]([F:30])[cH:31]1\"},\"mapped_reaction_smiles\":\"Cl[c:7]1[n:8][c:9]2[cH:10][cH:11][c:12]([N+:13](=[O:14])[O-:15])[cH:16][c:17]2[cH:18][c:19]1[CH2:20][c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1.[CH3:1][C:2](=[O:3])[c:4]1[c:5]([OH:6])[cH:27][cH:28][c:29]([F:30])[cH:31]1>CS(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][C:2](=[O:3])[c:4]1[c:5]([O:6][c:7]2[n:8][c:9]3[cH:10][cH:11][c:12]([N+:13](=[O:14])[O-:15])[cH:16][c:17]3[cH:18][c:19]2[CH2:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28][c:29]([F:30])[cH:31]1\"}",
"reactionStep": {
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"reactionHash": "2d13ac0c81144e1631b2b733355cac233031e3b11f11941b97c09db5edb14c55"
},
"children": [
{
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