Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc(F)c(COc2cc(C)cn3c(C(=O)O)c(C)nc23)c1F
InChiKey
SUJSQWICRREKJK-UHFFFAOYSA-N
Route Signature
416315acd7a771bda3f254e52fe6f7a81724546523c697b42ff3ba76423c0df7
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_ec57fd9c85fe489b550fc93e",
"signature": "416315acd7a771bda3f254e52fe6f7a81724546523c697b42ff3ba76423c0df7",
"contentHash": "a7cca655ac4a1cb9d9f7983eda01b8c7739c68c1ccdfe61d9b9b59dbd6ceef30",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_72369fef52c73b4be861e47c",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-03944",
"moleculeId": "sa_f637e12b73de236cfb60127f",
"smiles": "COc1ccc(F)c(COc2cc(C)cn3c(C(=O)O)c(C)nc23)c1F",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_f637e12b73de236cfb60127f",
"inchikey": "SUJSQWICRREKJK-UHFFFAOYSA-N",
"smiles": "COc1ccc(F)c(COc2cc(C)cn3c(C(=O)O)c(C)nc23)c1F"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "7055",
"routeId": "sa_ec57fd9c85fe489b550fc93e",
"moleculeId": "sa_f637e12b73de236cfb60127f",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f637e12b73de236cfb60127f",
"inchikey": "SUJSQWICRREKJK-UHFFFAOYSA-N",
"smiles": "COc1ccc(F)c(COc2cc(C)cn3c(C(=O)O)c(C)nc23)c1F"
},
"smiles": "COc1ccc(F)c(COc2cc(C)cn3c(C(=O)O)c(C)nc23)c1F",
"reactionStepId": "sa_155dc706bf89d2242f2cdffb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150274719A1;3366;1761671\",\"rsmi\":\"CC[O:24][C:22]([c:21]1[n:16]2[cH:15][c:13]([CH3:14])[cH:12][c:11]([O:10][CH2:9][c:8]3[c:6]([F:7])[cH:5][cH:4][c:3]([O:2][CH3:1])[c:25]3[F:26])[c:17]2[n:18][c:19]1[CH3:20])=[O:23]>C1COCCO1.Cl.[Na+].O>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([F:7])[c:8]([CH2:9][O:10][c:11]2[cH:12][c:13]([CH3:14])[cH:15][n:16]3[c:17]2[n:18][c:19]([CH3:20])[c:21]3[C:22](=[O:23])[OH:24])[c:25]1[F:26]\"},\"mapped_reaction_smiles\":\"CC[O:24][C:22]([c:21]1[n:16]2[cH:15][c:13]([CH3:14])[cH:12][c:11]([O:10][CH2:9][c:8]3[c:6]([F:7])[cH:5][cH:4][c:3]([O:2][CH3:1])[c:25]3[F:26])[c:17]2[n:18][c:19]1[CH3:20])=[O:23]>C1COCCO1.Cl.[Na+].O>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([F:7])[c:8]([CH2:9][O:10][c:11]2[cH:12][c:13]([CH3:14])[cH:15][n:16]3[c:17]2[n:18][c:19]([CH3:20])[c:21]3[C:22](=[O:23])[OH:24])[c:25]1[F:26]\"}",
"reactionStep": {
"id": "sa_155dc706bf89d2242f2cdffb",
"reactionHash": "a2f41eda3a7788d4b98d8292be02471fdf3eb75e0bdf40a13a700da3127c7323"
},
"children": [
{
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"routeId": "sa_ec57fd9c85fe489b550fc93e",
"moleculeId": "sa_0a4ea0a37fb84eaca22f3c17",
"parentId": "7055",
"isLeaf": false,
"molecule": {
"id": "sa_0a4ea0a37fb84eaca22f3c17",
"inchikey": "HHKFHAHNERHWQS-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1c(C)nc2c(OCc3c(F)ccc(OC)c3F)cc(C)cn12"
},
"smiles": "CCOC(=O)c1c(C)nc2c(OCc3c(F)ccc(OC)c3F)cc(C)cn12",
"reactionStepId": "sa_199710e58e62d422e566654f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150274719A1;3361;1761670\",\"rsmi\":\"Br[CH2:13][c:14]1[c:15]([F:16])[c:17]([O:18][CH3:19])[cH:20][cH:21][c:22]1[F:23].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]2[c:11]([OH:12])[cH:24][c:25]([CH3:26])[cH:27][n:28]12>CN(C)C=O.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]2[c:11]([O:12][CH2:13][c:14]3[c:15]([F:16])[c:17]([O:18][CH3:19])[cH:20][cH:21][c:22]3[F:23])[cH:24][c:25]([CH3:26])[cH:27][n:28]12\"},\"mapped_reaction_smiles\":\"Br[CH2:13][c:14]1[c:15]([F:16])[c:17]([O:18][CH3:19])[cH:20][cH:21][c:22]1[F:23].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]2[c:11]([OH:12])[cH:24][c:25]([CH3:26])[cH:27][n:28]12>CN(C)C=O.O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]2[c:11]([O:12][CH2:13][c:14]3[c:15]([F:16])[c:17]([O:18][CH3:19])[cH:20][cH:21][c:22]3[F:23])[cH:24][c:25]([CH3:26])[cH:27][n:28]12\"}",
"reactionStep": {
"id": "sa_199710e58e62d422e566654f",
"reactionHash": "a5896c8aa556f531edd8aefcf61d9b114ad7091d06277706fce7d12402cecdd0"
},
"children": [
{
"id": "7057",
"routeId": "sa_ec57fd9c85fe489b550fc93e",
"moleculeId": "sa_8aa72cf2a2affa6181ef938c",
"parentId": "7056",
"isLeaf": true,
"molecule": {
"id": "sa_8aa72cf2a2affa6181ef938c",
"inchikey": "JCGVLYZGZNSCQD-UHFFFAOYSA-N",
"smiles": "COc1ccc(F)c(CBr)c1F"
},
"smiles": "COc1ccc(F)c(CBr)c1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7058",
"routeId": "sa_ec57fd9c85fe489b550fc93e",
"moleculeId": "sa_a0455409f12603e4f857ad28",
"parentId": "7056",
"isLeaf": false,
"molecule": {
"id": "sa_a0455409f12603e4f857ad28",
"inchikey": "JOKDNNPJBUXVLM-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1c(C)nc2c(O)cc(C)cn12"
},
"smiles": "CCOC(=O)c1c(C)nc2c(O)cc(C)cn12",
"reactionStepId": "sa_3c1a00a6224af6e104126ca2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150274719A1;2772;1761603\",\"rsmi\":\"c1ccc(C[O:12][c:11]2[c:10]3[n:9][c:7]([CH3:8])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[n:17]3[cH:16][c:14]([CH3:15])[cH:13]2)cc1>CCO.ClCCl.[Pd]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]2[c:11]([OH:12])[cH:13][c:14]([CH3:15])[cH:16][n:17]12\"},\"mapped_reaction_smiles\":\"c1ccc(C[O:12][c:11]2[c:10]3[n:9][c:7]([CH3:8])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[n:17]3[cH:16][c:14]([CH3:15])[cH:13]2)cc1>CCO.ClCCl.[Pd]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]2[c:11]([OH:12])[cH:13][c:14]([CH3:15])[cH:16][n:17]12\"}",
"reactionStep": {
"id": "sa_3c1a00a6224af6e104126ca2",
"reactionHash": "fab454a3d840fac13c2e75b037999e565f8ca087b0d6119fb29bf1bdf93ba49b"
},
"children": [
{
"id": "7059",
"routeId": "sa_ec57fd9c85fe489b550fc93e",
"moleculeId": "sa_1cc3c6b5e147477fc8d93377",
"parentId": "7058",
"isLeaf": false,
"molecule": {
"id": "sa_1cc3c6b5e147477fc8d93377",
"inchikey": "HGJATWPISYNAIC-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1c(C)nc2c(OCc3ccccc3)cc(C)cn12"
},
"smiles": "CCOC(=O)c1c(C)nc2c(OCc3ccccc3)cc(C)cn12",
"reactionStepId": "sa_0629fbe37682ea32fcc448c6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150274719A1;2767;1761602\",\"rsmi\":\"Br[c:21]1[cH:20][c:11]([O:12][CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[c:10]2[n:9][c:7]([CH3:8])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[n:24]2[cH:23]1.CB1OB(C)OB([CH3:22])O1>C1COCCO1.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]2[c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][c:21]([CH3:22])[cH:23][n:24]12\"},\"mapped_reaction_smiles\":\"Br[c:21]1[cH:20][c:11]([O:12][CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[c:10]2[n:9][c:7]([CH3:8])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[n:24]2[cH:23]1.CB1OB(C)OB([CH3:22])O1>C1COCCO1.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]2[c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][c:21]([CH3:22])[cH:23][n:24]12\"}",
"reactionStep": {
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"reactionHash": "4fc21d8cb930a63e400d36de9a86538f6306e25e85afbb78a87ecc870855f66f"
},
"children": [
{
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"routeId": "sa_ec57fd9c85fe489b550fc93e",
"moleculeId": "sa_4f17aa167a4d0af7071d3c0f",
"parentId": "7059",
"isLeaf": false,
"molecule": {
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"inchikey": "AFIRIWVJZVHGGT-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1c(C)nc2c(OCc3ccccc3)cc(Br)cn12"
},
"smiles": "CCOC(=O)c1c(C)nc2c(OCc3ccccc3)cc(Br)cn12",
"reactionStepId": "sa_d485166e9412105ef68e5fb9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150274719A1;2762;1761601\",\"rsmi\":\"O=[C:7]([CH:6](Cl)[C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH3:8].[NH2:9][c:10]1[c:11]([O:12][CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[cH:20][c:21]([Br:22])[cH:23][n:24]1>CCO>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]2[c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][c:21]([Br:22])[cH:23][n:24]12\"},\"mapped_reaction_smiles\":\"O=[C:7]([CH:6](Cl)[C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH3:8].[NH2:9][c:10]1[c:11]([O:12][CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[cH:20][c:21]([Br:22])[cH:23][n:24]1>CCO>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]2[c:11]([O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][c:21]([Br:22])[cH:23][n:24]12\"}",
"reactionStep": {
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"reactionHash": "d824ca92005d61a0afaf89ffb520e11fd8b0c237bfdd6f98a4bf2acacb983fb4"
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"children": [
{
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"moleculeId": "sa_ae0eb939e3b9533198f770a9",
"parentId": "7060",
"isLeaf": true,
"molecule": {
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"inchikey": "RDULEYWUGKOCMR-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(Cl)C(C)=O"
},
"smiles": "CCOC(=O)C(Cl)C(C)=O",
"reactionStepId": null,
"template": null,
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{
"id": "7062",
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"molecule": {
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"inchikey": "ZFNMAJBVWOHSSF-UHFFFAOYSA-N",
"smiles": "Nc1ncc(Br)cc1OCc1ccccc1"
},
"smiles": "Nc1ncc(Br)cc1OCc1ccccc1",
"reactionStepId": "sa_a28f2bc4ba9693c5ff74ebf6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150274719A1;2757;1761600\",\"rsmi\":\"Br[Br:6].[NH2:1][c:2]1[n:3][cH:4][cH:5][cH:7][c:8]1[O:9][CH2:10][c:11]1[cH:12][cH:13][cH:14][cH:15][cH:16]1>ClCCl.O=C(O)O.[Na+]>[NH2:1][c:2]1[n:3][cH:4][c:5]([Br:6])[cH:7][c:8]1[O:9][CH2:10][c:11]1[cH:12][cH:13][cH:14][cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"Br[Br:6].[NH2:1][c:2]1[n:3][cH:4][cH:5][cH:7][c:8]1[O:9][CH2:10][c:11]1[cH:12][cH:13][cH:14][cH:15][cH:16]1>ClCCl.O=C(O)O.[Na+]>[NH2:1][c:2]1[n:3][cH:4][c:5]([Br:6])[cH:7][c:8]1[O:9][CH2:10][c:11]1[cH:12][cH:13][cH:14][cH:15][cH:16]1\"}",
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"children": [
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"molecule": {
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"smiles": "BrBr"
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"smiles": "BrBr",
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{
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"molecule": {
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"smiles": "Nc1ncccc1OCc1ccccc1"
},
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}
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},
{
"id": "7065",
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"molecule": {
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"inchikey": "GBBSAMQTQCPOBF-UHFFFAOYSA-N",
"smiles": "CB1OB(C)OB(C)O1"
},
"smiles": "CB1OB(C)OB(C)O1",
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}
]
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]
}
]
}
]
}
}