Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN1CCC(C(c2ccc(F)cc2)N2CCN(C(=O)NC(c3ccccc3)c3ccccc3)CC2)CC1
InChiKey
RQQGDSYPMQKCNG-UHFFFAOYSA-N
Route Signature
df452b4e719e70c573dd108ae4454a2b214c7b562e5916319a73f4d2b66a1d15
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_e98a14ce96f0eb85a2e0f2a8",
"signature": "df452b4e719e70c573dd108ae4454a2b214c7b562e5916319a73f4d2b66a1d15",
"contentHash": "858e3ca1119a66e9bbc3b38ee79c837ad70864a7d249c81b27f992dfb5d1c615",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_011d91e32c4962d7c52ec851",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00872",
"moleculeId": "sa_02d539ea09375f22f8f8bea9",
"smiles": "CN1CCC(C(c2ccc(F)cc2)N2CCN(C(=O)NC(c3ccccc3)c3ccccc3)CC2)CC1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_02d539ea09375f22f8f8bea9",
"inchikey": "RQQGDSYPMQKCNG-UHFFFAOYSA-N",
"smiles": "CN1CCC(C(c2ccc(F)cc2)N2CCN(C(=O)NC(c3ccccc3)c3ccccc3)CC2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "5043",
"routeId": "sa_e98a14ce96f0eb85a2e0f2a8",
"moleculeId": "sa_02d539ea09375f22f8f8bea9",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_02d539ea09375f22f8f8bea9",
"inchikey": "RQQGDSYPMQKCNG-UHFFFAOYSA-N",
"smiles": "CN1CCC(C(c2ccc(F)cc2)N2CCN(C(=O)NC(c3ccccc3)c3ccccc3)CC2)CC1"
},
"smiles": "CN1CCC(C(c2ccc(F)cc2)N2CCN(C(=O)NC(c3ccccc3)c3ccccc3)CC2)CC1",
"reactionStepId": "sa_c3cdd44e9a0f7638be2a2b33",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080221117A1;0132;609427\",\"rsmi\":\"[C:18](=[O:19])=[N:20][CH:21]([c:22]1[cH:23][cH:24][cH:25][cH:26][cH:27]1)[c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1.[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([CH:6]([c:7]2[cH:8][cH:9][c:10]([F:11])[cH:12][cH:13]2)[N:14]2[CH2:15][CH2:16][NH:17][CH2:34][CH2:35]2)[CH2:36][CH2:37]1>ClCCl>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([CH:6]([c:7]2[cH:8][cH:9][c:10]([F:11])[cH:12][cH:13]2)[N:14]2[CH2:15][CH2:16][N:17]([C:18](=[O:19])[NH:20][CH:21]([c:22]3[cH:23][cH:24][cH:25][cH:26][cH:27]3)[c:28]3[cH:29][cH:30][cH:31][cH:32][cH:33]3)[CH2:34][CH2:35]2)[CH2:36][CH2:37]1\"},\"mapped_reaction_smiles\":\"[C:18](=[O:19])=[N:20][CH:21]([c:22]1[cH:23][cH:24][cH:25][cH:26][cH:27]1)[c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1.[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([CH:6]([c:7]2[cH:8][cH:9][c:10]([F:11])[cH:12][cH:13]2)[N:14]2[CH2:15][CH2:16][NH:17][CH2:34][CH2:35]2)[CH2:36][CH2:37]1>ClCCl>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([CH:6]([c:7]2[cH:8][cH:9][c:10]([F:11])[cH:12][cH:13]2)[N:14]2[CH2:15][CH2:16][N:17]([C:18](=[O:19])[NH:20][CH:21]([c:22]3[cH:23][cH:24][cH:25][cH:26][cH:27]3)[c:28]3[cH:29][cH:30][cH:31][cH:32][cH:33]3)[CH2:34][CH2:35]2)[CH2:36][CH2:37]1\"}",
"reactionStep": {
"id": "sa_c3cdd44e9a0f7638be2a2b33",
"reactionHash": "09c9a1ac09eac9e8248f2125b17bc5dcff0dcd49c67c2a954623024ddbd8c2cf"
},
"children": [
{
"id": "5044",
"routeId": "sa_e98a14ce96f0eb85a2e0f2a8",
"moleculeId": "sa_34f6a581a990765049925693",
"parentId": "5043",
"isLeaf": true,
"molecule": {
"id": "sa_34f6a581a990765049925693",
"inchikey": "BWLKKFSDKDJGDZ-UHFFFAOYSA-N",
"smiles": "O=C=NC(c1ccccc1)c1ccccc1"
},
"smiles": "O=C=NC(c1ccccc1)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5045",
"routeId": "sa_e98a14ce96f0eb85a2e0f2a8",
"moleculeId": "sa_ced94ff44dab2455e54d6112",
"parentId": "5043",
"isLeaf": false,
"molecule": {
"id": "sa_ced94ff44dab2455e54d6112",
"inchikey": "DDXVTPXBISVDKA-UHFFFAOYSA-N",
"smiles": "CN1CCC(C(c2ccc(F)cc2)N2CCNCC2)CC1"
},
"smiles": "CN1CCC(C(c2ccc(F)cc2)N2CCNCC2)CC1",
"reactionStepId": "sa_ef80f082eb4ef31c23d0b0d4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080221117A1;0130;609426\",\"rsmi\":\"Cl[CH:6]([CH:5]1[CH2:4][CH2:3][N:2]([CH3:1])[CH2:21][CH2:20]1)[c:7]1[cH:8][cH:9][c:10]([F:11])[cH:12][cH:13]1.[NH:14]1[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]1>CCC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([CH:6]([c:7]2[cH:8][cH:9][c:10]([F:11])[cH:12][cH:13]2)[N:14]2[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]2)[CH2:20][CH2:21]1\"},\"mapped_reaction_smiles\":\"Cl[CH:6]([CH:5]1[CH2:4][CH2:3][N:2]([CH3:1])[CH2:21][CH2:20]1)[c:7]1[cH:8][cH:9][c:10]([F:11])[cH:12][cH:13]1.[NH:14]1[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]1>CCC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([CH:6]([c:7]2[cH:8][cH:9][c:10]([F:11])[cH:12][cH:13]2)[N:14]2[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]2)[CH2:20][CH2:21]1\"}",
"reactionStep": {
"id": "sa_ef80f082eb4ef31c23d0b0d4",
"reactionHash": "631099ff6414d2b1af8eab15ea2509b546e0a487e1497447bb8bce688bb302c6"
},
"children": [
{
"id": "5046",
"routeId": "sa_e98a14ce96f0eb85a2e0f2a8",
"moleculeId": "sa_330bd414c5d4211e41bcaa1a",
"parentId": "5045",
"isLeaf": true,
"molecule": {
"id": "sa_330bd414c5d4211e41bcaa1a",
"inchikey": "GLUUGHFHXGJENI-UHFFFAOYSA-N",
"smiles": "C1CNCCN1"
},
"smiles": "C1CNCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5047",
"routeId": "sa_e98a14ce96f0eb85a2e0f2a8",
"moleculeId": "sa_37d063dd568d798fc5fbd7af",
"parentId": "5045",
"isLeaf": false,
"molecule": {
"id": "sa_37d063dd568d798fc5fbd7af",
"inchikey": "VWLDWSVZNJGRQU-UHFFFAOYSA-N",
"smiles": "CN1CCC(C(Cl)c2ccc(F)cc2)CC1"
},
"smiles": "CN1CCC(C(Cl)c2ccc(F)cc2)CC1",
"reactionStepId": "sa_5bb4450d94adcad2f11abc8d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080221117A1;0128;609425\",\"rsmi\":\"O=S(Cl)[Cl:7].O[CH:6]([CH:5]1[CH2:4][CH2:3][N:2]([CH3:1])[CH2:16][CH2:15]1)[c:8]1[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]1>Cc1ccccc1.[Na+].O>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([CH:6]([Cl:7])[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[CH2:15][CH2:16]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:7].O[CH:6]([CH:5]1[CH2:4][CH2:3][N:2]([CH3:1])[CH2:16][CH2:15]1)[c:8]1[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]1>Cc1ccccc1.[Na+].O>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([CH:6]([Cl:7])[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[CH2:15][CH2:16]1\"}",
"reactionStep": {
"id": "sa_5bb4450d94adcad2f11abc8d",
"reactionHash": "089a3e6f878af728a2026f5ce587c0f38111c9887573ee1761e75d1ec2055ba1"
},
"children": [
{
"id": "5048",
"routeId": "sa_e98a14ce96f0eb85a2e0f2a8",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "5047",
"isLeaf": true,
"molecule": {
"id": "sa_cd67ce42f230ef1a4063353c",
"inchikey": "FYSNRJHAOHDILO-UHFFFAOYSA-N",
"smiles": "O=S(Cl)Cl"
},
"smiles": "O=S(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5049",
"routeId": "sa_e98a14ce96f0eb85a2e0f2a8",
"moleculeId": "sa_faf0abc29902cdc94a2632aa",
"parentId": "5047",
"isLeaf": false,
"molecule": {
"id": "sa_faf0abc29902cdc94a2632aa",
"inchikey": "KYTVYIIZJZFCLH-UHFFFAOYSA-N",
"smiles": "CN1CCC(C(O)c2ccc(F)cc2)CC1"
},
"smiles": "CN1CCC(C(O)c2ccc(F)cc2)CC1",
"reactionStepId": "sa_8eafddbb428d9a7db6158d27",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080221117A1;0126;609424\",\"rsmi\":\"[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([C:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[CH2:15][CH2:16]1>CO.B.[Na+]>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([CH:6]([OH:7])[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[CH2:15][CH2:16]1\"},\"mapped_reaction_smiles\":\"[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([C:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[CH2:15][CH2:16]1>CO.B.[Na+]>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([CH:6]([OH:7])[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[CH2:15][CH2:16]1\"}",
"reactionStep": {
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"reactionHash": "587f163b1ea821ed247a63ad8bf9ac1e5cc255e5f92ad1861fa70d6a72b9bb19"
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"children": [
{
"id": "5050",
"routeId": "sa_e98a14ce96f0eb85a2e0f2a8",
"moleculeId": "sa_60f8332e80b5b9d956affd64",
"parentId": "5049",
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"molecule": {
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"inchikey": "ISGZTZNRWOQFNW-UHFFFAOYSA-N",
"smiles": "CN1CCC(C(=O)c2ccc(F)cc2)CC1"
},
"smiles": "CN1CCC(C(=O)c2ccc(F)cc2)CC1",
"reactionStepId": "sa_99dbc44fa895ab84bb2787fc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080221117A1;0124;609423\",\"rsmi\":\"O=[CH:1]O.[NH:2]1[CH2:3][CH2:4][CH:5]([C:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[CH2:15][CH2:16]1>C=O.O.[K+].O>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([C:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[CH2:15][CH2:16]1\"},\"mapped_reaction_smiles\":\"O=[CH:1]O.[NH:2]1[CH2:3][CH2:4][CH:5]([C:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[CH2:15][CH2:16]1>C=O.O.[K+].O>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([C:6](=[O:7])[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[CH2:15][CH2:16]1\"}",
"reactionStep": {
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"reactionHash": "6f10e8b77b87af832758b75f79b97a7f3bc8d5ab505bbe4cc41c22cdc38839bd"
},
"children": [
{
"id": "5051",
"routeId": "sa_e98a14ce96f0eb85a2e0f2a8",
"moleculeId": "sa_f34483c87e12299c7614b41c",
"parentId": "5050",
"isLeaf": true,
"molecule": {
"id": "sa_f34483c87e12299c7614b41c",
"inchikey": "ABERUOJGWHYBJL-UHFFFAOYSA-N",
"smiles": "O=C(c1ccc(F)cc1)C1CCNCC1"
},
"smiles": "O=C(c1ccc(F)cc1)C1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
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{
"id": "5052",
"routeId": "sa_e98a14ce96f0eb85a2e0f2a8",
"moleculeId": "sa_3bff5ea8042027b95a7e61c6",
"parentId": "5050",
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"molecule": {
"id": "sa_3bff5ea8042027b95a7e61c6",
"inchikey": "BDAGIHXWWSANSR-UHFFFAOYSA-N",
"smiles": "O=CO"
},
"smiles": "O=CO",
"reactionStepId": null,
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"children": []
}
]
}
]
}
]
}
]
}
]
}
}