Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOC(=O)CSC(CCCCNS(=O)(=O)c1ccc(Cl)cc1)CCCc1cccnc1
InChiKey
JVDQATZXHCMHCP-UHFFFAOYSA-N
Route Signature
aa5fd77e1bfd0778db1c5a551abb8ba24ee33a9c3ffed831df919d82f605ba03
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_eb17d849daacd1b1675500f7",
"signature": "aa5fd77e1bfd0778db1c5a551abb8ba24ee33a9c3ffed831df919d82f605ba03",
"contentHash": "b42b19e4deea2cb2c2ff2f56401d7b2851f2be003d8636909b32f67548d1cbe6",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_110de875cf1b00f285afe6cc",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-05355",
"moleculeId": "sa_88b0d28351c8e9ffec423f7b",
"smiles": "CCOC(=O)CSC(CCCCNS(=O)(=O)c1ccc(Cl)cc1)CCCc1cccnc1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_88b0d28351c8e9ffec423f7b",
"inchikey": "JVDQATZXHCMHCP-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CSC(CCCCNS(=O)(=O)c1ccc(Cl)cc1)CCCc1cccnc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15683",
"routeId": "sa_eb17d849daacd1b1675500f7",
"moleculeId": "sa_88b0d28351c8e9ffec423f7b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_88b0d28351c8e9ffec423f7b",
"inchikey": "JVDQATZXHCMHCP-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CSC(CCCCNS(=O)(=O)c1ccc(Cl)cc1)CCCc1cccnc1"
},
"smiles": "CCOC(=O)CSC(CCCCNS(=O)(=O)c1ccc(Cl)cc1)CCCc1cccnc1",
"reactionStepId": "sa_464d1d8188aeb7b1bb7dfde9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05153214;;258991\",\"rsmi\":\"Cl[S:14](=[O:15])(=[O:16])[c:17]1[cH:18][cH:19][c:20]([Cl:21])[cH:22][cH:23]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][S:7][CH:8]([CH2:9][CH2:10][CH2:11][CH2:12][NH2:13])[CH2:24][CH2:25][CH2:26][c:27]1[cH:28][cH:29][cH:30][n:31][cH:32]1>CCN(CC)CC.CCOCC.CN(C)c1ccncc1.ClCCl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][S:7][CH:8]([CH2:9][CH2:10][CH2:11][CH2:12][NH:13][S:14](=[O:15])(=[O:16])[c:17]1[cH:18][cH:19][c:20]([Cl:21])[cH:22][cH:23]1)[CH2:24][CH2:25][CH2:26][c:27]1[cH:28][cH:29][cH:30][n:31][cH:32]1\"},\"mapped_reaction_smiles\":\"Cl[S:14](=[O:15])(=[O:16])[c:17]1[cH:18][cH:19][c:20]([Cl:21])[cH:22][cH:23]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][S:7][CH:8]([CH2:9][CH2:10][CH2:11][CH2:12][NH2:13])[CH2:24][CH2:25][CH2:26][c:27]1[cH:28][cH:29][cH:30][n:31][cH:32]1>CCN(CC)CC.CCOCC.CN(C)c1ccncc1.ClCCl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][S:7][CH:8]([CH2:9][CH2:10][CH2:11][CH2:12][NH:13][S:14](=[O:15])(=[O:16])[c:17]1[cH:18][cH:19][c:20]([Cl:21])[cH:22][cH:23]1)[CH2:24][CH2:25][CH2:26][c:27]1[cH:28][cH:29][cH:30][n:31][cH:32]1\"}",
"reactionStep": {
"id": "sa_464d1d8188aeb7b1bb7dfde9",
"reactionHash": "02e65d137031bbb3787d3c2a206dd4fec2c90fbfe3ef805c17dd07233b9f69d0"
},
"children": [
{
"id": "15684",
"routeId": "sa_eb17d849daacd1b1675500f7",
"moleculeId": "sa_922cad1f346a69006ca8e0d8",
"parentId": "15683",
"isLeaf": false,
"molecule": {
"id": "sa_922cad1f346a69006ca8e0d8",
"inchikey": "GDFNOHZKSMOCJW-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CSC(CCCCN)CCCc1cccnc1"
},
"smiles": "CCOC(=O)CSC(CCCCN)CCCc1cccnc1",
"reactionStepId": "sa_70011e1e35f02f5b9800326a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05153214;;259001\",\"rsmi\":\"[N-]=[N+]=[N:13][CH2:12][CH2:11][CH2:10][CH2:9][CH:8]([S:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:14][CH2:15][CH2:16][c:17]1[cH:18][cH:19][cH:20][n:21][cH:22]1>C1CCOC1.O.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][S:7][CH:8]([CH2:9][CH2:10][CH2:11][CH2:12][NH2:13])[CH2:14][CH2:15][CH2:16][c:17]1[cH:18][cH:19][cH:20][n:21][cH:22]1\"},\"mapped_reaction_smiles\":\"[N-]=[N+]=[N:13][CH2:12][CH2:11][CH2:10][CH2:9][CH:8]([S:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:14][CH2:15][CH2:16][c:17]1[cH:18][cH:19][cH:20][n:21][cH:22]1>C1CCOC1.O.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][S:7][CH:8]([CH2:9][CH2:10][CH2:11][CH2:12][NH2:13])[CH2:14][CH2:15][CH2:16][c:17]1[cH:18][cH:19][cH:20][n:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_70011e1e35f02f5b9800326a",
"reactionHash": "1b1bb40da36cc4a022a5fb1a527a9d08cb49f67d2ac01c0a16a7190578f4415f"
},
"children": [
{
"id": "15685",
"routeId": "sa_eb17d849daacd1b1675500f7",
"moleculeId": "sa_524c096a6b35c4a362ad8277",
"parentId": "15684",
"isLeaf": false,
"molecule": {
"id": "sa_524c096a6b35c4a362ad8277",
"inchikey": "PFWJPNZODBTYFU-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CSC(CCCCN=[N+]=[N-])CCCc1cccnc1"
},
"smiles": "CCOC(=O)CSC(CCCCN=[N+]=[N-])CCCc1cccnc1",
"reactionStepId": "sa_f5c0dfab4975e711b43bc0b9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05153214;;259000\",\"rsmi\":\"CS(=O)(=O)O[CH2:12][CH2:11][CH2:10][CH2:9][CH:8]([S:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:16][CH2:17][CH2:18][c:19]1[cH:20][cH:21][cH:22][n:23][cH:24]1.[N-:13]=[N+:14]=[N-:15]>CN(C)C=O.O.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][S:7][CH:8]([CH2:9][CH2:10][CH2:11][CH2:12][N:13]=[N+:14]=[N-:15])[CH2:16][CH2:17][CH2:18][c:19]1[cH:20][cH:21][cH:22][n:23][cH:24]1\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)O[CH2:12][CH2:11][CH2:10][CH2:9][CH:8]([S:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:16][CH2:17][CH2:18][c:19]1[cH:20][cH:21][cH:22][n:23][cH:24]1.[N-:13]=[N+:14]=[N-:15]>CN(C)C=O.O.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][S:7][CH:8]([CH2:9][CH2:10][CH2:11][CH2:12][N:13]=[N+:14]=[N-:15])[CH2:16][CH2:17][CH2:18][c:19]1[cH:20][cH:21][cH:22][n:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_f5c0dfab4975e711b43bc0b9",
"reactionHash": "f5c3cb5f99cb639913848307aeb658b1dc7123dcd45eae552b8de149a0b22df2"
},
"children": [
{
"id": "15686",
"routeId": "sa_eb17d849daacd1b1675500f7",
"moleculeId": "sa_50a8f83dd89c267fbada1205",
"parentId": "15685",
"isLeaf": true,
"molecule": {
"id": "sa_50a8f83dd89c267fbada1205",
"inchikey": "IVRMZWNICZWHMI-UHFFFAOYSA-N",
"smiles": "[N]N=[N-]"
},
"smiles": "[N-]=[N+]=[N-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15687",
"routeId": "sa_eb17d849daacd1b1675500f7",
"moleculeId": "sa_7dcb85f33ddeebe49d9291a1",
"parentId": "15685",
"isLeaf": false,
"molecule": {
"id": "sa_7dcb85f33ddeebe49d9291a1",
"inchikey": "VFIRLABFOZDWMN-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CSC(CCCCOS(C)(=O)=O)CCCc1cccnc1"
},
"smiles": "CCOC(=O)CSC(CCCCOS(C)(=O)=O)CCCc1cccnc1",
"reactionStepId": "sa_f2c394cedfb05e4177801332",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05153214;;258999\",\"rsmi\":\"Cl[S:14]([CH3:15])(=[O:16])=[O:17].[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][S:7][CH:8]([CH2:9][CH2:10][CH2:11][CH2:12][OH:13])[CH2:18][CH2:19][CH2:20][c:21]1[cH:22][cH:23][cH:24][n:25][cH:26]1>CCN(CC)CC.CCOCC.ClCCl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][S:7][CH:8]([CH2:9][CH2:10][CH2:11][CH2:12][O:13][S:14]([CH3:15])(=[O:16])=[O:17])[CH2:18][CH2:19][CH2:20][c:21]1[cH:22][cH:23][cH:24][n:25][cH:26]1\"},\"mapped_reaction_smiles\":\"Cl[S:14]([CH3:15])(=[O:16])=[O:17].[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][S:7][CH:8]([CH2:9][CH2:10][CH2:11][CH2:12][OH:13])[CH2:18][CH2:19][CH2:20][c:21]1[cH:22][cH:23][cH:24][n:25][cH:26]1>CCN(CC)CC.CCOCC.ClCCl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][S:7][CH:8]([CH2:9][CH2:10][CH2:11][CH2:12][O:13][S:14]([CH3:15])(=[O:16])=[O:17])[CH2:18][CH2:19][CH2:20][c:21]1[cH:22][cH:23][cH:24][n:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_f2c394cedfb05e4177801332",
"reactionHash": "6a57cf5a58ee8d8d689b1c4657ebe28b79398737f4e7dec950a57ee35eb0c65e"
},
"children": [
{
"id": "15688",
"routeId": "sa_eb17d849daacd1b1675500f7",
"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "15687",
"isLeaf": true,
"molecule": {
"id": "sa_d2a31ea58046b00856f61ca5",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"smiles": "CS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15689",
"routeId": "sa_eb17d849daacd1b1675500f7",
"moleculeId": "sa_cb2d26027a58c6a4e70352f1",
"parentId": "15687",
"isLeaf": false,
"molecule": {
"id": "sa_cb2d26027a58c6a4e70352f1",
"inchikey": "ZJMVLLPNZWTNLW-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CSC(CCCCO)CCCc1cccnc1"
},
"smiles": "CCOC(=O)CSC(CCCCO)CCCc1cccnc1",
"reactionStepId": "sa_ffef4da36c6c29f51c9266df",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05153214;;258998\",\"rsmi\":\"C1CCC([O:13][CH2:12][CH2:11][CH2:10][CH2:9][CH:8]([S:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:14][CH2:15][CH2:16][c:17]2[cH:18][cH:19][cH:20][n:21][cH:22]2)OC1>C1CCOC1.Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][S:7][CH:8]([CH2:9][CH2:10][CH2:11][CH2:12][OH:13])[CH2:14][CH2:15][CH2:16][c:17]1[cH:18][cH:19][cH:20][n:21][cH:22]1\"},\"mapped_reaction_smiles\":\"C1CCC([O:13][CH2:12][CH2:11][CH2:10][CH2:9][CH:8]([S:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:14][CH2:15][CH2:16][c:17]2[cH:18][cH:19][cH:20][n:21][cH:22]2)OC1>C1CCOC1.Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][S:7][CH:8]([CH2:9][CH2:10][CH2:11][CH2:12][OH:13])[CH2:14][CH2:15][CH2:16][c:17]1[cH:18][cH:19][cH:20][n:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_ffef4da36c6c29f51c9266df",
"reactionHash": "fb9c984a7fef93a8b0f4bb793f8f98cdcc2a7d9eef523b984a84fc3ea7c04781"
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"children": [
{
"id": "15690",
"routeId": "sa_eb17d849daacd1b1675500f7",
"moleculeId": "sa_b45c931d7d7328c74cd2e216",
"parentId": "15689",
"isLeaf": true,
"molecule": {
"id": "sa_b45c931d7d7328c74cd2e216",
"inchikey": "CVEMNIIJYGYYSP-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CSC(CCCCOC1CCCCO1)CCCc1cccnc1"
},
"smiles": "CCOC(=O)CSC(CCCCOC1CCCCO1)CCCc1cccnc1",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
}
]
}
]
}
]
},
{
"id": "15691",
"routeId": "sa_eb17d849daacd1b1675500f7",
"moleculeId": "sa_ede9d7dbab03c89fc8568241",
"parentId": "15683",
"isLeaf": true,
"molecule": {
"id": "sa_ede9d7dbab03c89fc8568241",
"inchikey": "ZLYBFBAHAQEEQQ-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Cl)c1ccc(Cl)cc1"
},
"smiles": "O=S(=O)(Cl)c1ccc(Cl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}