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)CCC(=O)O)c1
InChiKey
JUYYRWXWEWPZNF-UHFFFAOYSA-N
Route Signature
23078e7b196cbcacf428d75504c9a96fa9e8179edd6458503c347f8108ac8db4
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_4dc633a8ae07763ec1651f79",
"signature": "23078e7b196cbcacf428d75504c9a96fa9e8179edd6458503c347f8108ac8db4",
"contentHash": "72663c6c0613c580c7f3d2c4b5ffd05679ef53a114885fd4804679b828a2bb5b",
"length": 5,
"isConvergent": true
},
"target": {
"id": "sa_b24e80a300a97019d351af74",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-00391",
"moleculeId": "sa_ed8709dd3aeecf1f4158e1c5",
"smiles": "CSc1sc(C(=N)NC(=O)OC(C)(C)C)cc1S(=O)(=O)c1cccc(-c2c(C)cccc2NC(=O)CCC(=O)O)c1",
"routeLength": 5,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_ed8709dd3aeecf1f4158e1c5",
"inchikey": "JUYYRWXWEWPZNF-UHFFFAOYSA-N",
"smiles": "CSc1sc(C(=N)NC(=O)OC(C)(C)C)cc1S(=O)(=O)c1cccc(-c2c(C)cccc2NC(=O)CCC(=O)O)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "9464",
"routeId": "sa_4dc633a8ae07763ec1651f79",
"moleculeId": "sa_ed8709dd3aeecf1f4158e1c5",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_ed8709dd3aeecf1f4158e1c5",
"inchikey": "JUYYRWXWEWPZNF-UHFFFAOYSA-N",
"smiles": "CSc1sc(C(=N)NC(=O)OC(C)(C)C)cc1S(=O)(=O)c1cccc(-c2c(C)cccc2NC(=O)CCC(=O)O)c1"
},
"smiles": "CSc1sc(C(=N)NC(=O)OC(C)(C)C)cc1S(=O)(=O)c1cccc(-c2c(C)cccc2NC(=O)CCC(=O)O)c1",
"reactionStepId": "sa_dc957776deb4232e0155df93",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040009995A1;0728;125788\",\"rsmi\":\"CC[O:22][C:20]([CH2:19][CH2:18][C:16]([NH:15][c:14]1[c:13](-[c:12]2[cH:11][cH:10][cH:9][c:8]([S:5]([c:4]3[c:3]([S:2][CH3:1])[s:41][c:30]([C:31](=[NH:32])[NH:33][C:34](=[O:35])[O:36][C:37]([CH3:38])([CH3:39])[CH3:40])[cH:29]3)(=[O:6])=[O:7])[cH:28]2)[c:26]([CH3:27])[cH:25][cH:24][cH:23]1)=[O:17])=[O:21]>CO.[Li+].O>[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])[CH2:18][CH2:19][C:20](=[O:21])[OH:22])[cH:23][cH:24][cH:25][c:26]3[CH3:27])[cH:28]2)[cH:29][c:30]([C:31](=[NH:32])[NH:33][C:34](=[O:35])[O:36][C:37]([CH3:38])([CH3:39])[CH3:40])[s:41]1\"},\"mapped_reaction_smiles\":\"CC[O:22][C:20]([CH2:19][CH2:18][C:16]([NH:15][c:14]1[c:13](-[c:12]2[cH:11][cH:10][cH:9][c:8]([S:5]([c:4]3[c:3]([S:2][CH3:1])[s:41][c:30]([C:31](=[NH:32])[NH:33][C:34](=[O:35])[O:36][C:37]([CH3:38])([CH3:39])[CH3:40])[cH:29]3)(=[O:6])=[O:7])[cH:28]2)[c:26]([CH3:27])[cH:25][cH:24][cH:23]1)=[O:17])=[O:21]>CO.[Li+].O>[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])[CH2:18][CH2:19][C:20](=[O:21])[OH:22])[cH:23][cH:24][cH:25][c:26]3[CH3:27])[cH:28]2)[cH:29][c:30]([C:31](=[NH:32])[NH:33][C:34](=[O:35])[O:36][C:37]([CH3:38])([CH3:39])[CH3:40])[s:41]1\"}",
"reactionStep": {
"id": "sa_dc957776deb4232e0155df93",
"reactionHash": "0edf689e0d8f0109d0b8924df5ba3a778194243bd4b3f0bd352cdc6bd715f577"
},
"children": [
{
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"routeId": "sa_4dc633a8ae07763ec1651f79",
"moleculeId": "sa_10423f70269ae29124508e7c",
"parentId": "9464",
"isLeaf": false,
"molecule": {
"id": "sa_10423f70269ae29124508e7c",
"inchikey": "JUBLAWDKUWSTIF-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCC(=O)Nc1cccc(C)c1-c1cccc(S(=O)(=O)c2cc(C(=N)NC(=O)OC(C)(C)C)sc2SC)c1"
},
"smiles": "CCOC(=O)CCC(=O)Nc1cccc(C)c1-c1cccc(S(=O)(=O)c2cc(C(=N)NC(=O)OC(C)(C)C)sc2SC)c1",
"reactionStepId": "sa_1ce464141c2e0af39d19acf4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040009995A1;0726;125787\",\"rsmi\":\"Cl[C:8]([CH2:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])=[O:9].[NH2:10][c:11]1[c:12](-[c:13]2[cH:14][c:15]([S:16](=[O:17])(=[O:18])[c:19]3[c:20]([S:21][CH3:22])[s:23][c:24]([C:25](=[NH:26])[NH:27][C:28](=[O:29])[O:30][C:31]([CH3:32])([CH3:33])[CH3:34])[cH:35]3)[cH:36][cH:37][cH:38]2)[c:39]([CH3:40])[cH:41][cH:42][cH:43]1>C1CCOC1.CCOC(C)=O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][C:8](=[O:9])[NH:10][c:11]1[c:12](-[c:13]2[cH:14][c:15]([S:16](=[O:17])(=[O:18])[c:19]3[c:20]([S:21][CH3:22])[s:23][c:24]([C:25](=[NH:26])[NH:27][C:28](=[O:29])[O:30][C:31]([CH3:32])([CH3:33])[CH3:34])[cH:35]3)[cH:36][cH:37][cH:38]2)[c:39]([CH3:40])[cH:41][cH:42][cH:43]1\"},\"mapped_reaction_smiles\":\"Cl[C:8]([CH2:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])=[O:9].[NH2:10][c:11]1[c:12](-[c:13]2[cH:14][c:15]([S:16](=[O:17])(=[O:18])[c:19]3[c:20]([S:21][CH3:22])[s:23][c:24]([C:25](=[NH:26])[NH:27][C:28](=[O:29])[O:30][C:31]([CH3:32])([CH3:33])[CH3:34])[cH:35]3)[cH:36][cH:37][cH:38]2)[c:39]([CH3:40])[cH:41][cH:42][cH:43]1>C1CCOC1.CCOC(C)=O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][C:8](=[O:9])[NH:10][c:11]1[c:12](-[c:13]2[cH:14][c:15]([S:16](=[O:17])(=[O:18])[c:19]3[c:20]([S:21][CH3:22])[s:23][c:24]([C:25](=[NH:26])[NH:27][C:28](=[O:29])[O:30][C:31]([CH3:32])([CH3:33])[CH3:34])[cH:35]3)[cH:36][cH:37][cH:38]2)[c:39]([CH3:40])[cH:41][cH:42][cH:43]1\"}",
"reactionStep": {
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"reactionHash": "adfa717522faf9e04dd02fa26c1b3683fa8f7bccb1d97a535ae6dfea9adea5c9"
},
"children": [
{
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"routeId": "sa_4dc633a8ae07763ec1651f79",
"moleculeId": "sa_aaa42e2e3cf6dd6e8a1a0307",
"parentId": "9465",
"isLeaf": true,
"molecule": {
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"inchikey": "IXZFDJXHLQQSGQ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCC(=O)Cl"
},
"smiles": "CCOC(=O)CCC(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9467",
"routeId": "sa_4dc633a8ae07763ec1651f79",
"moleculeId": "sa_edd16d0977a0c772b88450ea",
"parentId": "9465",
"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"
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"children": [
{
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"routeId": "sa_4dc633a8ae07763ec1651f79",
"moleculeId": "sa_666afc204f219989127d08cf",
"parentId": "9467",
"isLeaf": false,
"molecule": {
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"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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"children": [
{
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"parentId": "9468",
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"molecule": {
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},
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{
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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",
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}
]
},
{
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"molecule": {
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"smiles": "Cc1cccc(N)c1B1OC(C)(C)C(C)(C)O1"
},
"smiles": "Cc1cccc(N)c1B1OC(C)(C)C(C)(C)O1",
"reactionStepId": "sa_186d9052bbcfa4ddfac8574f",
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"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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{
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"smiles": "Cc1cccc(N)c1Br"
},
"smiles": "Cc1cccc(N)c1Br",
"reactionStepId": "sa_d8e070664ab7698897833e3b",
"template": null,
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