Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CSc1sc(C(=N)NC(=O)OC(C)(C)C)cc1S(=O)(=O)c1cccc(-c2c(C)cccc2NC(=O)NCCN)c1
InChiKey
SPSDMMABCDUDEI-UHFFFAOYSA-N
Route Signature
b530c3e0f187af16adfc1072d53b4c6e234005d3c8609c43581039c1ccce8cd3
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_07a7dc28a9fa15389d0cb29d",
"signature": "b530c3e0f187af16adfc1072d53b4c6e234005d3c8609c43581039c1ccce8cd3",
"contentHash": "18660c5a56a8e57f361e9d0d4098ae22e08f99e3c0768d8cb14fea4c691630a6",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_0b2d14f59b94e1da61399573",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01683",
"moleculeId": "sa_91feab19664eba26a5605f05",
"smiles": "CSc1sc(C(=N)NC(=O)OC(C)(C)C)cc1S(=O)(=O)c1cccc(-c2c(C)cccc2NC(=O)NCCN)c1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_91feab19664eba26a5605f05",
"inchikey": "SPSDMMABCDUDEI-UHFFFAOYSA-N",
"smiles": "CSc1sc(C(=N)NC(=O)OC(C)(C)C)cc1S(=O)(=O)c1cccc(-c2c(C)cccc2NC(=O)NCCN)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10383",
"routeId": "sa_07a7dc28a9fa15389d0cb29d",
"moleculeId": "sa_91feab19664eba26a5605f05",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_91feab19664eba26a5605f05",
"inchikey": "SPSDMMABCDUDEI-UHFFFAOYSA-N",
"smiles": "CSc1sc(C(=N)NC(=O)OC(C)(C)C)cc1S(=O)(=O)c1cccc(-c2c(C)cccc2NC(=O)NCCN)c1"
},
"smiles": "CSc1sc(C(=N)NC(=O)OC(C)(C)C)cc1S(=O)(=O)c1cccc(-c2c(C)cccc2NC(=O)NCCN)c1",
"reactionStepId": "sa_c1e6cd21f669879ccdd47f48",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040009995A1;1066;125855\",\"rsmi\":\"O=[N+]([O-])c1ccc(O[C:16](Cl)=[O:17])cc1.[CH3:1][S:2][c:3]1[c:4]([S:5](=[O:6])(=[O:7])[c:8]2[cH:9][cH:10][cH:11][c:12](-[c:13]3[c:14]([NH2:15])[cH:22][cH:23][cH:24][c:25]3[CH3:26])[cH:27]2)[cH:28][c:29]([C:30](=[NH:31])[NH:32][C:33](=[O:34])[O:35][C:36]([CH3:37])([CH3:38])[CH3:39])[s:40]1.[NH2:18][CH2:19][CH2:20][NH2:21]>CCN(CC)CC.ClCCl.c1ccncc1>[CH3:1][S:2][c:3]1[c:4]([S:5](=[O:6])(=[O:7])[c:8]2[cH:9][cH:10][cH:11][c:12](-[c:13]3[c:14]([NH:15][C:16](=[O:17])[NH:18][CH2:19][CH2:20][NH2:21])[cH:22][cH:23][cH:24][c:25]3[CH3:26])[cH:27]2)[cH:28][c:29]([C:30](=[NH:31])[NH:32][C:33](=[O:34])[O:35][C:36]([CH3:37])([CH3:38])[CH3:39])[s:40]1\"},\"mapped_reaction_smiles\":\"O=[N+]([O-])c1ccc(O[C:16](Cl)=[O:17])cc1.[CH3:1][S:2][c:3]1[c:4]([S:5](=[O:6])(=[O:7])[c:8]2[cH:9][cH:10][cH:11][c:12](-[c:13]3[c:14]([NH2:15])[cH:22][cH:23][cH:24][c:25]3[CH3:26])[cH:27]2)[cH:28][c:29]([C:30](=[NH:31])[NH:32][C:33](=[O:34])[O:35][C:36]([CH3:37])([CH3:38])[CH3:39])[s:40]1.[NH2:18][CH2:19][CH2:20][NH2:21]>CCN(CC)CC.ClCCl.c1ccncc1>[CH3:1][S:2][c:3]1[c:4]([S:5](=[O:6])(=[O:7])[c:8]2[cH:9][cH:10][cH:11][c:12](-[c:13]3[c:14]([NH:15][C:16](=[O:17])[NH:18][CH2:19][CH2:20][NH2:21])[cH:22][cH:23][cH:24][c:25]3[CH3:26])[cH:27]2)[cH:28][c:29]([C:30](=[NH:31])[NH:32][C:33](=[O:34])[O:35][C:36]([CH3:37])([CH3:38])[CH3:39])[s:40]1\"}",
"reactionStep": {
"id": "sa_c1e6cd21f669879ccdd47f48",
"reactionHash": "57e245281409025ecda3d2785d7a776947f71976b1caf8b170630be04119fd29"
},
"children": [
{
"id": "10384",
"routeId": "sa_07a7dc28a9fa15389d0cb29d",
"moleculeId": "sa_3863ce290d49123db29a5643",
"parentId": "10383",
"isLeaf": true,
"molecule": {
"id": "sa_3863ce290d49123db29a5643",
"inchikey": "NXLNNXIXOYSCMB-UHFFFAOYSA-N",
"smiles": "O=C(Cl)Oc1ccc([N+](=O)[O-])cc1"
},
"smiles": "O=C(Cl)Oc1ccc([N+](=O)[O-])cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
},
{
"id": "10385",
"routeId": "sa_07a7dc28a9fa15389d0cb29d",
"moleculeId": "sa_9d6e2e22f9d099e672c3b9fa",
"parentId": "10383",
"isLeaf": true,
"molecule": {
"id": "sa_9d6e2e22f9d099e672c3b9fa",
"inchikey": "PIICEJLVQHRZGT-UHFFFAOYSA-N",
"smiles": "NCCN"
},
"smiles": "NCCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10386",
"routeId": "sa_07a7dc28a9fa15389d0cb29d",
"moleculeId": "sa_edd16d0977a0c772b88450ea",
"parentId": "10383",
"isLeaf": false,
"molecule": {
"id": "sa_edd16d0977a0c772b88450ea",
"inchikey": "ZVSNWPVIRRPOML-UHFFFAOYSA-N",
"smiles": "CSc1sc(C(=N)NC(=O)OC(C)(C)C)cc1S(=O)(=O)c1cccc(-c2c(C)cccc2N)c1"
},
"smiles": "CSc1sc(C(=N)NC(=O)OC(C)(C)C)cc1S(=O)(=O)c1cccc(-c2c(C)cccc2N)c1",
"reactionStepId": "sa_939ef8787b59f785f2e9f09d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040009995A1;0483;125742\",\"rsmi\":\"Br[c:12]1[cH:11][cH:10][cH:9][c:8]([S:5]([c:4]2[c:3]([S:2][CH3:1])[s:34][c:23]([C:24](=[NH:25])[NH:26][C:27](=[O:28])[O:29][C:30]([CH3:31])([CH3:32])[CH3:33])[cH:22]2)(=[O:6])=[O:7])[cH:21]1.CC1(C)OB([c:13]2[c:14]([NH2:15])[cH:16][cH:17][cH:18][c:19]2[CH3:20])OC1(C)C>CCO.Cc1ccccc1.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][S:2][c:3]1[c:4]([S:5](=[O:6])(=[O:7])[c:8]2[cH:9][cH:10][cH:11][c:12](-[c:13]3[c:14]([NH2:15])[cH:16][cH:17][cH:18][c:19]3[CH3:20])[cH:21]2)[cH:22][c:23]([C:24](=[NH:25])[NH:26][C:27](=[O:28])[O:29][C:30]([CH3:31])([CH3:32])[CH3:33])[s:34]1\"},\"mapped_reaction_smiles\":\"Br[c:12]1[cH:11][cH:10][cH:9][c:8]([S:5]([c:4]2[c:3]([S:2][CH3:1])[s:34][c:23]([C:24](=[NH:25])[NH:26][C:27](=[O:28])[O:29][C:30]([CH3:31])([CH3:32])[CH3:33])[cH:22]2)(=[O:6])=[O:7])[cH:21]1.CC1(C)OB([c:13]2[c:14]([NH2:15])[cH:16][cH:17][cH:18][c:19]2[CH3:20])OC1(C)C>CCO.Cc1ccccc1.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][S:2][c:3]1[c:4]([S:5](=[O:6])(=[O:7])[c:8]2[cH:9][cH:10][cH:11][c:12](-[c:13]3[c:14]([NH2:15])[cH:16][cH:17][cH:18][c:19]3[CH3:20])[cH:21]2)[cH:22][c:23]([C:24](=[NH:25])[NH:26][C:27](=[O:28])[O:29][C:30]([CH3:31])([CH3:32])[CH3:33])[s:34]1\"}",
"reactionStep": {
"id": "sa_939ef8787b59f785f2e9f09d",
"reactionHash": "0792f95dfb1a68b7eb4d01f46ad5b1fa0ea8b5a9197b127bad6fc1605112e792"
},
"children": [
{
"id": "10387",
"routeId": "sa_07a7dc28a9fa15389d0cb29d",
"moleculeId": "sa_666afc204f219989127d08cf",
"parentId": "10386",
"isLeaf": false,
"molecule": {
"id": "sa_666afc204f219989127d08cf",
"inchikey": "AOUMAODPLMTFCM-UHFFFAOYSA-N",
"smiles": "CSc1sc(C(=N)NC(=O)OC(C)(C)C)cc1S(=O)(=O)c1cccc(Br)c1"
},
"smiles": "CSc1sc(C(=N)NC(=O)OC(C)(C)C)cc1S(=O)(=O)c1cccc(Br)c1",
"reactionStepId": "sa_2891cfda5e2d8e7186ccf641",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040009995A1;0499;125745\",\"rsmi\":\"CC(C)(C)OC(=O)O[C:20](=[O:21])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26].[CH3:1][S:2][c:3]1[c:4]([S:5](=[O:6])(=[O:7])[c:8]2[cH:9][c:10]([Br:11])[cH:12][cH:13][cH:14]2)[cH:15][c:16]([C:17](=[NH:18])[NH2:19])[s:27]1>CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C=O.O=C(O)C(F)(F)F>[CH3:1][S:2][c:3]1[c:4]([S:5](=[O:6])(=[O:7])[c:8]2[cH:9][c:10]([Br:11])[cH:12][cH:13][cH:14]2)[cH:15][c:16]([C:17](=[NH:18])[NH:19][C:20](=[O:21])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26])[s:27]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)O[C:20](=[O:21])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26].[CH3:1][S:2][c:3]1[c:4]([S:5](=[O:6])(=[O:7])[c:8]2[cH:9][c:10]([Br:11])[cH:12][cH:13][cH:14]2)[cH:15][c:16]([C:17](=[NH:18])[NH2:19])[s:27]1>CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C=O.O=C(O)C(F)(F)F>[CH3:1][S:2][c:3]1[c:4]([S:5](=[O:6])(=[O:7])[c:8]2[cH:9][c:10]([Br:11])[cH:12][cH:13][cH:14]2)[cH:15][c:16]([C:17](=[NH:18])[NH:19][C:20](=[O:21])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26])[s:27]1\"}",
"reactionStep": {
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"reactionHash": "5145cca0ff1cccbd69ed47412f5117ff3fd8b45c79d7f35ef47bad2bf882671e"
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"children": [
{
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"routeId": "sa_07a7dc28a9fa15389d0cb29d",
"moleculeId": "sa_b273d4d4546165bca2b249b5",
"parentId": "10387",
"isLeaf": true,
"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",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10389",
"routeId": "sa_07a7dc28a9fa15389d0cb29d",
"moleculeId": "sa_871704b64a6d5f676e2d5799",
"parentId": "10387",
"isLeaf": true,
"molecule": {
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"inchikey": "ZNRJWLLKRMWGGV-UHFFFAOYSA-N",
"smiles": "CSc1sc(C(=N)N)cc1S(=O)(=O)c1cccc(Br)c1"
},
"smiles": "CSc1sc(C(=N)N)cc1S(=O)(=O)c1cccc(Br)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
},
{
"id": "10390",
"routeId": "sa_07a7dc28a9fa15389d0cb29d",
"moleculeId": "sa_6301ac4f17e9db7b6bf85bd3",
"parentId": "10386",
"isLeaf": false,
"molecule": {
"id": "sa_6301ac4f17e9db7b6bf85bd3",
"inchikey": "UVWPWCJNTASFAF-UHFFFAOYSA-N",
"smiles": "Cc1cccc(N)c1B1OC(C)(C)C(C)(C)O1"
},
"smiles": "Cc1cccc(N)c1B1OC(C)(C)C(C)(C)O1",
"reactionStepId": "sa_186d9052bbcfa4ddfac8574f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040009995A1;0481;125741\",\"rsmi\":\"Br[c:8]1[c:2]([CH3:1])[cH:3][cH:4][cH:5][c:6]1[NH2:7].[BH:9]1[O:10][C:11]([CH3:12])([CH3:13])[C:14]([CH3:15])([CH3:16])[O:17]1>C1COCCO1.CCN(CC)CC.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([NH2:7])[c:8]1[B:9]1[O:10][C:11]([CH3:12])([CH3:13])[C:14]([CH3:15])([CH3:16])[O:17]1\"},\"mapped_reaction_smiles\":\"Br[c:8]1[c:2]([CH3:1])[cH:3][cH:4][cH:5][c:6]1[NH2:7].[BH:9]1[O:10][C:11]([CH3:12])([CH3:13])[C:14]([CH3:15])([CH3:16])[O:17]1>C1COCCO1.CCN(CC)CC.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([NH2:7])[c:8]1[B:9]1[O:10][C:11]([CH3:12])([CH3:13])[C:14]([CH3:15])([CH3:16])[O:17]1\"}",
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"molecule": {
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"inchikey": "UCFSYHMCKWNKAH-UHFFFAOYSA-N",
"smiles": "CC1(C)OBOC1(C)C"
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"smiles": "CC1(C)OBOC1(C)C",
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{
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"molecule": {
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"inchikey": "VJNUZLYTGSGDHR-UHFFFAOYSA-N",
"smiles": "Cc1cccc(N)c1Br"
},
"smiles": "Cc1cccc(N)c1Br",
"reactionStepId": "sa_d8e070664ab7698897833e3b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040009995A1;0479;125740\",\"rsmi\":\"O=[N+:7]([O-])[c:6]1[cH:5][cH:4][cH:3][c:2]([CH3:1])[c:8]1[Br:9]>Cl.[Fe].N>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([NH2:7])[c:8]1[Br:9]\"},\"mapped_reaction_smiles\":\"O=[N+:7]([O-])[c:6]1[cH:5][cH:4][cH:3][c:2]([CH3:1])[c:8]1[Br:9]>Cl.[Fe].N>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([NH2:7])[c:8]1[Br:9]\"}",
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},
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]
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]
}
]
}
}