Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1sc(C(=O)N[C@@H](Cc2cccc(C(F)(F)F)c2)CN2C(=O)c3ccccc3C2=O)cc1-c1ccnn1C
InChiKey
LHGORODTERAKFM-IBGZPJMESA-N
Route Signature
6a3728316b4c398db6e562fab93d414efce48b7bd1357985da6a9c2e81541e5e
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_bcc1ca9f6c5d2f47206038dc",
"signature": "6a3728316b4c398db6e562fab93d414efce48b7bd1357985da6a9c2e81541e5e",
"contentHash": "92f55a3e6fd84c0dc121470c5d68cb4ee6e42443c6f5cc5b4946052c102a43f7",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_2b522baa51611f00067d84cd",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03193",
"moleculeId": "sa_d4c0f1d4dc72be77dfc75797",
"smiles": "Cc1sc(C(=O)N[C@@H](Cc2cccc(C(F)(F)F)c2)CN2C(=O)c3ccccc3C2=O)cc1-c1ccnn1C",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_d4c0f1d4dc72be77dfc75797",
"inchikey": "LHGORODTERAKFM-IBGZPJMESA-N",
"smiles": "Cc1sc(C(=O)N[C@@H](Cc2cccc(C(F)(F)F)c2)CN2C(=O)c3ccccc3C2=O)cc1-c1ccnn1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15052",
"routeId": "sa_bcc1ca9f6c5d2f47206038dc",
"moleculeId": "sa_d4c0f1d4dc72be77dfc75797",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_d4c0f1d4dc72be77dfc75797",
"inchikey": "LHGORODTERAKFM-IBGZPJMESA-N",
"smiles": "Cc1sc(C(=O)N[C@@H](Cc2cccc(C(F)(F)F)c2)CN2C(=O)c3ccccc3C2=O)cc1-c1ccnn1C"
},
"smiles": "Cc1sc(C(=O)N[C@@H](Cc2cccc(C(F)(F)F)c2)CN2C(=O)c3ccccc3C2=O)cc1-c1ccnn1C",
"reactionStepId": "sa_80b3ca3b45f2bf0d2a94e0b1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150152092A1;1435;1701125\",\"rsmi\":\"O[C:12]([c:11]1[cH:10][c:3](-[c:4]2[cH:5][cH:6][n:7][n:8]2[CH3:9])[c:2]([CH3:1])[s:39]1)=[O:13].[NH2:14][C@@H:15]([CH2:16][c:17]1[cH:18][c:19]([C:20]([F:21])([F:22])[F:23])[cH:24][cH:25][cH:26]1)[CH2:27][N:28]1[C:29](=[O:30])[c:31]2[cH:32][cH:33][cH:34][cH:35][c:36]2[C:37]1=[O:38]>Br[P+](N1CCCC1)(N1CCCC1)N1CCCC1.CCN(C(C)C)C(C)C.ClC(Cl)Cl.F[PH](F)(F)(F)(F)F>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][cH:6][n:7][n:8]2[CH3:9])[cH:10][c:11]([C:12](=[O:13])[NH:14][C@@H:15]([CH2:16][c:17]2[cH:18][c:19]([C:20]([F:21])([F:22])[F:23])[cH:24][cH:25][cH:26]2)[CH2:27][N:28]2[C:29](=[O:30])[c:31]3[cH:32][cH:33][cH:34][cH:35][c:36]3[C:37]2=[O:38])[s:39]1\"},\"mapped_reaction_smiles\":\"O[C:12]([c:11]1[cH:10][c:3](-[c:4]2[cH:5][cH:6][n:7][n:8]2[CH3:9])[c:2]([CH3:1])[s:39]1)=[O:13].[NH2:14][C@@H:15]([CH2:16][c:17]1[cH:18][c:19]([C:20]([F:21])([F:22])[F:23])[cH:24][cH:25][cH:26]1)[CH2:27][N:28]1[C:29](=[O:30])[c:31]2[cH:32][cH:33][cH:34][cH:35][c:36]2[C:37]1=[O:38]>Br[P+](N1CCCC1)(N1CCCC1)N1CCCC1.CCN(C(C)C)C(C)C.ClC(Cl)Cl.F[PH](F)(F)(F)(F)F>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][cH:6][n:7][n:8]2[CH3:9])[cH:10][c:11]([C:12](=[O:13])[NH:14][C@@H:15]([CH2:16][c:17]2[cH:18][c:19]([C:20]([F:21])([F:22])[F:23])[cH:24][cH:25][cH:26]2)[CH2:27][N:28]2[C:29](=[O:30])[c:31]3[cH:32][cH:33][cH:34][cH:35][c:36]3[C:37]2=[O:38])[s:39]1\"}",
"reactionStep": {
"id": "sa_80b3ca3b45f2bf0d2a94e0b1",
"reactionHash": "27790f70cfe8cbfe39fa6af4b8664300eb4f8d3e3aa3e0b45685803b56d62486"
},
"children": [
{
"id": "15053",
"routeId": "sa_bcc1ca9f6c5d2f47206038dc",
"moleculeId": "sa_c182e9893e018e251e10ee66",
"parentId": "15052",
"isLeaf": false,
"molecule": {
"id": "sa_c182e9893e018e251e10ee66",
"inchikey": "MLHQPTYJJRDBJK-UHFFFAOYSA-N",
"smiles": "Cc1sc(C(=O)O)cc1-c1ccnn1C"
},
"smiles": "Cc1sc(C(=O)O)cc1-c1ccnn1C",
"reactionStepId": "sa_132e95eb59bff15fef30db4e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150152092A1;1433;1701124\",\"rsmi\":\"C[O:14][C:12]([c:11]1[cH:10][c:3](-[c:4]2[cH:5][cH:6][n:7][n:8]2[CH3:9])[c:2]([CH3:1])[s:15]1)=[O:13]>C1CCOC1.Cl.[Na+].O>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][cH:6][n:7][n:8]2[CH3:9])[cH:10][c:11]([C:12](=[O:13])[OH:14])[s:15]1\"},\"mapped_reaction_smiles\":\"C[O:14][C:12]([c:11]1[cH:10][c:3](-[c:4]2[cH:5][cH:6][n:7][n:8]2[CH3:9])[c:2]([CH3:1])[s:15]1)=[O:13]>C1CCOC1.Cl.[Na+].O>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][cH:6][n:7][n:8]2[CH3:9])[cH:10][c:11]([C:12](=[O:13])[OH:14])[s:15]1\"}",
"reactionStep": {
"id": "sa_132e95eb59bff15fef30db4e",
"reactionHash": "f6348b5f77d2cf4f752fbae1a42662dab4904e2cd96dfd6a6b71e3c75ea12e1a"
},
"children": [
{
"id": "15054",
"routeId": "sa_bcc1ca9f6c5d2f47206038dc",
"moleculeId": "sa_72434a9435e1fb3d5471cc82",
"parentId": "15053",
"isLeaf": false,
"molecule": {
"id": "sa_72434a9435e1fb3d5471cc82",
"inchikey": "SBCWTSOBTVTKPW-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(-c2ccnn2C)c(C)s1"
},
"smiles": "COC(=O)c1cc(-c2ccnn2C)c(C)s1",
"reactionStepId": "sa_c005902f4a3198d83985a357",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150152092A1;1094;1701016\",\"rsmi\":\"Br[c:7]1[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[s:16][c:14]1[CH3:15].CC1(C)OB([c:8]2[cH:9][cH:10][n:11][n:12]2[CH3:13])OC1(C)C>C1COCCO1.CC(C)(C)[PH]([Pd][PH](C(C)(C)C)(C(C)(C)C)C(C)(C)C)(C(C)(C)C)C(C)(C)C.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7](-[c:8]2[cH:9][cH:10][n:11][n:12]2[CH3:13])[c:14]([CH3:15])[s:16]1\"},\"mapped_reaction_smiles\":\"Br[c:7]1[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[s:16][c:14]1[CH3:15].CC1(C)OB([c:8]2[cH:9][cH:10][n:11][n:12]2[CH3:13])OC1(C)C>C1COCCO1.CC(C)(C)[PH]([Pd][PH](C(C)(C)C)(C(C)(C)C)C(C)(C)C)(C(C)(C)C)C(C)(C)C.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7](-[c:8]2[cH:9][cH:10][n:11][n:12]2[CH3:13])[c:14]([CH3:15])[s:16]1\"}",
"reactionStep": {
"id": "sa_c005902f4a3198d83985a357",
"reactionHash": "6085958c7d774c4ab2914a2dac3b1f56587b06e4428f04e9c1cd57fc8c8c1083"
},
"children": [
{
"id": "15055",
"routeId": "sa_bcc1ca9f6c5d2f47206038dc",
"moleculeId": "sa_c35b44edd22c25f339ccfd5a",
"parentId": "15054",
"isLeaf": true,
"molecule": {
"id": "sa_c35b44edd22c25f339ccfd5a",
"inchikey": "HLXOVAMYQUFLPE-UHFFFAOYSA-N",
"smiles": "Cn1nccc1B1OC(C)(C)C(C)(C)O1"
},
"smiles": "Cn1nccc1B1OC(C)(C)C(C)(C)O1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15056",
"routeId": "sa_bcc1ca9f6c5d2f47206038dc",
"moleculeId": "sa_bed18d236497b6ac980a986c",
"parentId": "15054",
"isLeaf": false,
"molecule": {
"id": "sa_bed18d236497b6ac980a986c",
"inchikey": "HTUJLTFSPCLOCX-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Br)c(C)s1"
},
"smiles": "COC(=O)c1cc(Br)c(C)s1",
"reactionStepId": "sa_5b9c068494a9d23e0086ee88",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150152092A1;0639;1700929\",\"rsmi\":\"O[C:3](=[O:4])[c:5]1[cH:6][c:7]([Br:8])[c:9]([CH3:10])[s:11]1.[CH3:1][OH:2]>O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([Br:8])[c:9]([CH3:10])[s:11]1\"},\"mapped_reaction_smiles\":\"O[C:3](=[O:4])[c:5]1[cH:6][c:7]([Br:8])[c:9]([CH3:10])[s:11]1.[CH3:1][OH:2]>O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([Br:8])[c:9]([CH3:10])[s:11]1\"}",
"reactionStep": {
"id": "sa_5b9c068494a9d23e0086ee88",
"reactionHash": "5357eef64dbc322e777c0d7c878526a78c06c4f551ad874baa3be97a002651ef"
},
"children": [
{
"id": "15057",
"routeId": "sa_bcc1ca9f6c5d2f47206038dc",
"moleculeId": "sa_6976c160ad3a524bf34c975f",
"parentId": "15056",
"isLeaf": false,
"molecule": {
"id": "sa_6976c160ad3a524bf34c975f",
"inchikey": "JUPQMRVILHTCOF-UHFFFAOYSA-N",
"smiles": "Cc1sc(C(=O)O)cc1Br"
},
"smiles": "Cc1sc(C(=O)O)cc1Br",
"reactionStepId": "sa_5115096ce20010c8f8307114",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150152092A1;0637;1700928\",\"rsmi\":\"Br[Br:4].[CH3:1][c:2]1[cH:3][cH:5][c:6]([C:7](=[O:8])[OH:9])[s:10]1>CC(=O)O>[CH3:1][c:2]1[c:3]([Br:4])[cH:5][c:6]([C:7](=[O:8])[OH:9])[s:10]1\"},\"mapped_reaction_smiles\":\"Br[Br:4].[CH3:1][c:2]1[cH:3][cH:5][c:6]([C:7](=[O:8])[OH:9])[s:10]1>CC(=O)O>[CH3:1][c:2]1[c:3]([Br:4])[cH:5][c:6]([C:7](=[O:8])[OH:9])[s:10]1\"}",
"reactionStep": {
"id": "sa_5115096ce20010c8f8307114",
"reactionHash": "cd3ea48c34482d4b038cdc71c5a2aa4e730cde310f8f963773aa596e3cb376b1"
},
"children": [
{
"id": "15058",
"routeId": "sa_bcc1ca9f6c5d2f47206038dc",
"moleculeId": "sa_24211e89e565c162ea935f73",
"parentId": "15057",
"isLeaf": true,
"molecule": {
"id": "sa_24211e89e565c162ea935f73",
"inchikey": "GDTBXPJZTBHREO-UHFFFAOYSA-N",
"smiles": "BrBr"
},
"smiles": "BrBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15059",
"routeId": "sa_bcc1ca9f6c5d2f47206038dc",
"moleculeId": "sa_ba673eb445126fcf99c9c8af",
"parentId": "15057",
"isLeaf": true,
"molecule": {
"id": "sa_ba673eb445126fcf99c9c8af",
"inchikey": "VCNGNQLPFHVODE-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C(=O)O)s1"
},
"smiles": "Cc1ccc(C(=O)O)s1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "15060",
"routeId": "sa_bcc1ca9f6c5d2f47206038dc",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "15056",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "15061",
"routeId": "sa_bcc1ca9f6c5d2f47206038dc",
"moleculeId": "sa_f02c8d1dba78ce6fe2f6edf4",
"parentId": "15052",
"isLeaf": true,
"molecule": {
"id": "sa_f02c8d1dba78ce6fe2f6edf4",
"inchikey": "SZDAVVAVWNERAZ-ZDUSSCGKSA-N",
"smiles": "N[C@@H](Cc1cccc(C(F)(F)F)c1)CN1C(=O)c2ccccc2C1=O"
},
"smiles": "N[C@@H](Cc1cccc(C(F)(F)F)c1)CN1C(=O)c2ccccc2C1=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}