Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(F)(F)Oc1cc(Oc2cc(F)c(C(=O)O)cc2Cl)cnc1C1CC1
InChiKey
FMOWESJEFAXXLO-UHFFFAOYSA-N
Route Signature
3d469562e64f8d79b00550e3046422a828887644fd09f529efc6333fac5a7c12
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_52d2683b55d7bb86b0ac7691",
"signature": "3d469562e64f8d79b00550e3046422a828887644fd09f529efc6333fac5a7c12",
"contentHash": "e1a410e839e17e461819235d3e9864b5f9f1b8589c8f0ef9bc528a011dc95206",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_2349cff4011bfb5a953258ba",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01696",
"moleculeId": "sa_5e8af41b9496e186fd128a68",
"smiles": "CC(F)(F)Oc1cc(Oc2cc(F)c(C(=O)O)cc2Cl)cnc1C1CC1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_5e8af41b9496e186fd128a68",
"inchikey": "FMOWESJEFAXXLO-UHFFFAOYSA-N",
"smiles": "CC(F)(F)Oc1cc(Oc2cc(F)c(C(=O)O)cc2Cl)cnc1C1CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14482",
"routeId": "sa_52d2683b55d7bb86b0ac7691",
"moleculeId": "sa_5e8af41b9496e186fd128a68",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_5e8af41b9496e186fd128a68",
"inchikey": "FMOWESJEFAXXLO-UHFFFAOYSA-N",
"smiles": "CC(F)(F)Oc1cc(Oc2cc(F)c(C(=O)O)cc2Cl)cnc1C1CC1"
},
"smiles": "CC(F)(F)Oc1cc(Oc2cc(F)c(C(=O)O)cc2Cl)cnc1C1CC1",
"reactionStepId": "sa_78bdc978656b358498f23194",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120010183A1;1074;1162788\",\"rsmi\":\"CC(C)(C)[O:22][C:20]([c:19]1[c:17]([F:18])[cH:16][c:15]([O:14][c:13]2[cH:12][n:11][c:7]([CH:8]3[CH2:9][CH2:10]3)[c:6]([O:5][C:2]([CH3:1])([F:3])[F:4])[cH:26]2)[c:24]([Cl:25])[cH:23]1)=[O:21]>ClCCl.O=C(O)C(F)(F)F>[CH3:1][C:2]([F:3])([F:4])[O:5][c:6]1[c:7]([CH:8]2[CH2:9][CH2:10]2)[n:11][cH:12][c:13]([O:14][c:15]2[cH:16][c:17]([F:18])[c:19]([C:20](=[O:21])[OH:22])[cH:23][c:24]2[Cl:25])[cH:26]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)[O:22][C:20]([c:19]1[c:17]([F:18])[cH:16][c:15]([O:14][c:13]2[cH:12][n:11][c:7]([CH:8]3[CH2:9][CH2:10]3)[c:6]([O:5][C:2]([CH3:1])([F:3])[F:4])[cH:26]2)[c:24]([Cl:25])[cH:23]1)=[O:21]>ClCCl.O=C(O)C(F)(F)F>[CH3:1][C:2]([F:3])([F:4])[O:5][c:6]1[c:7]([CH:8]2[CH2:9][CH2:10]2)[n:11][cH:12][c:13]([O:14][c:15]2[cH:16][c:17]([F:18])[c:19]([C:20](=[O:21])[OH:22])[cH:23][c:24]2[Cl:25])[cH:26]1\"}",
"reactionStep": {
"id": "sa_78bdc978656b358498f23194",
"reactionHash": "dcebc15c77f05cfdd4cd7ab3481e8dfafe0cb54c4821937ceb2fddb660335666"
},
"children": [
{
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"routeId": "sa_52d2683b55d7bb86b0ac7691",
"moleculeId": "sa_85dd961b717a4b8e98d111ea",
"parentId": "14482",
"isLeaf": false,
"molecule": {
"id": "sa_85dd961b717a4b8e98d111ea",
"inchikey": "MZLFZZGXDGNCHL-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)c1cc(Cl)c(Oc2cnc(C3CC3)c(OC(C)(F)F)c2)cc1F"
},
"smiles": "CC(C)(C)OC(=O)c1cc(Cl)c(Oc2cnc(C3CC3)c(OC(C)(F)F)c2)cc1F",
"reactionStepId": "sa_37be114ffef3e3c114afcb73",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120010183A1;1069;1162787\",\"rsmi\":\"F[c:12]1[cH:11][c:9]([F:10])[c:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[cH:30][c:28]1[Cl:29].[OH:13][c:14]1[cH:15][c:16]([O:17][C:18]([CH3:19])([F:20])[F:21])[c:22]([CH:23]2[CH2:24][CH2:25]2)[n:26][cH:27]1>CS(C)=O.O.O=C(O)O.[K+].[K+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[c:8]1[c:9]([F:10])[cH:11][c:12]([O:13][c:14]2[cH:15][c:16]([O:17][C:18]([CH3:19])([F:20])[F:21])[c:22]([CH:23]3[CH2:24][CH2:25]3)[n:26][cH:27]2)[c:28]([Cl:29])[cH:30]1\"},\"mapped_reaction_smiles\":\"F[c:12]1[cH:11][c:9]([F:10])[c:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[cH:30][c:28]1[Cl:29].[OH:13][c:14]1[cH:15][c:16]([O:17][C:18]([CH3:19])([F:20])[F:21])[c:22]([CH:23]2[CH2:24][CH2:25]2)[n:26][cH:27]1>CS(C)=O.O.O=C(O)O.[K+].[K+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[c:8]1[c:9]([F:10])[cH:11][c:12]([O:13][c:14]2[cH:15][c:16]([O:17][C:18]([CH3:19])([F:20])[F:21])[c:22]([CH:23]3[CH2:24][CH2:25]3)[n:26][cH:27]2)[c:28]([Cl:29])[cH:30]1\"}",
"reactionStep": {
"id": "sa_37be114ffef3e3c114afcb73",
"reactionHash": "8254ce3a32cb982d17b225c747c0aaffb6a54048ee322f89199a00d374fb4912"
},
"children": [
{
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"routeId": "sa_52d2683b55d7bb86b0ac7691",
"moleculeId": "sa_5282ff0e1c97e9749626603f",
"parentId": "14483",
"isLeaf": false,
"molecule": {
"id": "sa_5282ff0e1c97e9749626603f",
"inchikey": "ILTFMGOAMCDFCV-UHFFFAOYSA-N",
"smiles": "CC(F)(F)Oc1cc(O)cnc1C1CC1"
},
"smiles": "CC(F)(F)Oc1cc(O)cnc1C1CC1",
"reactionStepId": "sa_8d82cd50679fef79c7dbec62",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120010183A1;1065;1162786\",\"rsmi\":\"CC1(C)OB([c:13]2[cH:12][n:11][c:7]([CH:8]3[CH2:9][CH2:10]3)[c:6]([O:5][C:2]([CH3:1])([F:3])[F:4])[cH:15]2)OC1(C)C.O[OH:14]>CO>[CH3:1][C:2]([F:3])([F:4])[O:5][c:6]1[c:7]([CH:8]2[CH2:9][CH2:10]2)[n:11][cH:12][c:13]([OH:14])[cH:15]1\"},\"mapped_reaction_smiles\":\"CC1(C)OB([c:13]2[cH:12][n:11][c:7]([CH:8]3[CH2:9][CH2:10]3)[c:6]([O:5][C:2]([CH3:1])([F:3])[F:4])[cH:15]2)OC1(C)C.O[OH:14]>CO>[CH3:1][C:2]([F:3])([F:4])[O:5][c:6]1[c:7]([CH:8]2[CH2:9][CH2:10]2)[n:11][cH:12][c:13]([OH:14])[cH:15]1\"}",
"reactionStep": {
"id": "sa_8d82cd50679fef79c7dbec62",
"reactionHash": "161d54d7b24e20a00aaa261c3778c12e9e04107e63e8045d867471c3438f6ce6"
},
"children": [
{
"id": "14485",
"routeId": "sa_52d2683b55d7bb86b0ac7691",
"moleculeId": "sa_4dba68d938224067da688ab5",
"parentId": "14484",
"isLeaf": true,
"molecule": {
"id": "sa_4dba68d938224067da688ab5",
"inchikey": "MHAJPDPJQMAIIY-UHFFFAOYSA-N",
"smiles": "OO"
},
"smiles": "OO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14486",
"routeId": "sa_52d2683b55d7bb86b0ac7691",
"moleculeId": "sa_0c1d531ac2075b69f00f17b9",
"parentId": "14484",
"isLeaf": false,
"molecule": {
"id": "sa_0c1d531ac2075b69f00f17b9",
"inchikey": "RTSKLQYACAOBNB-UHFFFAOYSA-N",
"smiles": "CC(F)(F)Oc1cc(B2OC(C)(C)C(C)(C)O2)cnc1C1CC1"
},
"smiles": "CC(F)(F)Oc1cc(B2OC(C)(C)C(C)(C)O2)cnc1C1CC1",
"reactionStepId": "sa_9752723190be357b98b6a27a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120010183A1;1061;1162785\",\"rsmi\":\"CC1(C)OB([B:9]2[O:10][C:11]([CH3:12])([CH3:13])[C:14]([CH3:15])([CH3:16])[O:17]2)OC1(C)C.[CH3:1][C:2]([F:3])([F:4])[O:5][c:6]1[cH:7][cH:8][cH:18][n:19][c:20]1[CH:21]1[CH2:22][CH2:23]1>C1COCCO1>[CH3:1][C:2]([F:3])([F:4])[O:5][c:6]1[cH:7][c:8]([B:9]2[O:10][C:11]([CH3:12])([CH3:13])[C:14]([CH3:15])([CH3:16])[O:17]2)[cH:18][n:19][c:20]1[CH:21]1[CH2:22][CH2:23]1\"},\"mapped_reaction_smiles\":\"CC1(C)OB([B:9]2[O:10][C:11]([CH3:12])([CH3:13])[C:14]([CH3:15])([CH3:16])[O:17]2)OC1(C)C.[CH3:1][C:2]([F:3])([F:4])[O:5][c:6]1[cH:7][cH:8][cH:18][n:19][c:20]1[CH:21]1[CH2:22][CH2:23]1>C1COCCO1>[CH3:1][C:2]([F:3])([F:4])[O:5][c:6]1[cH:7][c:8]([B:9]2[O:10][C:11]([CH3:12])([CH3:13])[C:14]([CH3:15])([CH3:16])[O:17]2)[cH:18][n:19][c:20]1[CH:21]1[CH2:22][CH2:23]1\"}",
"reactionStep": {
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"reactionHash": "c35fe1fa555ce229dab8d873dd0f5f8872525984e92e7c8e36f6b577d6fd1805"
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"children": [
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"routeId": "sa_52d2683b55d7bb86b0ac7691",
"moleculeId": "sa_e6c301388ac142801d4af5a2",
"parentId": "14486",
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"molecule": {
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"inchikey": "IPWKHHSGDUIRAH-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C"
},
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
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{
"id": "14488",
"routeId": "sa_52d2683b55d7bb86b0ac7691",
"moleculeId": "sa_f355de0ba10efd5b5d8372b9",
"parentId": "14486",
"isLeaf": false,
"molecule": {
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"inchikey": "OUKWIQNDSBTNCT-UHFFFAOYSA-N",
"smiles": "CC(F)(F)Oc1cccnc1C1CC1"
},
"smiles": "CC(F)(F)Oc1cccnc1C1CC1",
"reactionStepId": "sa_c1c6cc5d221199d724e1e62e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120010183A1;1056;1162784\",\"rsmi\":\"Br[c:11]1[c:6]([O:5][C:2]([CH3:1])([F:3])[F:4])[cH:7][cH:8][cH:9][n:10]1.OB(O)[CH:12]1[CH2:13][CH2:14]1>C1CCC(P(C2CCCCC2)C2CCCCC2)CC1.CC(=O)O.CC(=O)O.CCOC(C)=O.Cc1ccccc1.O.O=P(O)(O)O.[K+].[K+].[K+].[Pd+2]>[CH3:1][C:2]([F:3])([F:4])[O:5][c:6]1[cH:7][cH:8][cH:9][n:10][c:11]1[CH:12]1[CH2:13][CH2:14]1\"},\"mapped_reaction_smiles\":\"Br[c:11]1[c:6]([O:5][C:2]([CH3:1])([F:3])[F:4])[cH:7][cH:8][cH:9][n:10]1.OB(O)[CH:12]1[CH2:13][CH2:14]1>C1CCC(P(C2CCCCC2)C2CCCCC2)CC1.CC(=O)O.CC(=O)O.CCOC(C)=O.Cc1ccccc1.O.O=P(O)(O)O.[K+].[K+].[K+].[Pd+2]>[CH3:1][C:2]([F:3])([F:4])[O:5][c:6]1[cH:7][cH:8][cH:9][n:10][c:11]1[CH:12]1[CH2:13][CH2:14]1\"}",
"reactionStep": {
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"reactionHash": "849b320c51b5348d6e95ad5705cfa6e0275c746b45c50eb956abb6ac253b9438"
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"children": [
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"moleculeId": "sa_d1aaea8a07b5eaa684110469",
"parentId": "14488",
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"molecule": {
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"smiles": "CC(F)(F)Oc1cccnc1Br"
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"smiles": "CC(F)(F)Oc1cccnc1Br",
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{
"id": "14490",
"routeId": "sa_52d2683b55d7bb86b0ac7691",
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"molecule": {
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"inchikey": "WLVKDFJTYKELLQ-UHFFFAOYSA-N",
"smiles": "OB(O)C1CC1"
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"smiles": "OB(O)C1CC1",
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}
]
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}
]
},
{
"id": "14491",
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"moleculeId": "sa_11d66b8cde4842c11809b87f",
"parentId": "14483",
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"molecule": {
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"inchikey": "JXZKTDJNUFYICB-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)c1cc(Cl)c(F)cc1F"
},
"smiles": "CC(C)(C)OC(=O)c1cc(Cl)c(F)cc1F",
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}
]
}
}