Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
OCC(O)Cc1nccn1CCCCc1ccc(OCc2coc(/C=C/c3ccc(C(F)(F)F)cc3)n2)cc1
InChiKey
ACOCMIULALYAJU-MDWZMJQESA-N
Route Signature
e83f53b1929ee6d4fb7a1713030636c9d60e8f0999434645247b862bcb77dfa0
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_6406042d0a17b7e9dd421091",
"signature": "e83f53b1929ee6d4fb7a1713030636c9d60e8f0999434645247b862bcb77dfa0",
"contentHash": "ad02d8d61a16817d85d74d86c6af5baa73e60ed4dcc2f87fe25e665cf23b83b0",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_c983bcb49baf9f0c1eff487d",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-00984",
"moleculeId": "sa_cd949a8a8888d9cdd1c7ab01",
"smiles": "OCC(O)Cc1nccn1CCCCc1ccc(OCc2coc(/C=C/c3ccc(C(F)(F)F)cc3)n2)cc1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_cd949a8a8888d9cdd1c7ab01",
"inchikey": "ACOCMIULALYAJU-MDWZMJQESA-N",
"smiles": "OCC(O)Cc1nccn1CCCCc1ccc(OCc2coc(/C=C/c3ccc(C(F)(F)F)cc3)n2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "9865",
"routeId": "sa_6406042d0a17b7e9dd421091",
"moleculeId": "sa_cd949a8a8888d9cdd1c7ab01",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_cd949a8a8888d9cdd1c7ab01",
"inchikey": "ACOCMIULALYAJU-MDWZMJQESA-N",
"smiles": "OCC(O)Cc1nccn1CCCCc1ccc(OCc2coc(/C=C/c3ccc(C(F)(F)F)cc3)n2)cc1"
},
"smiles": "OCC(O)Cc1nccn1CCCCc1ccc(OCc2coc(/C=C/c3ccc(C(F)(F)F)cc3)n2)cc1",
"reactionStepId": "sa_8576eb440e42518cb4f5e898",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040138160A1;0780;172304\",\"rsmi\":\"Cl[CH2:20][c:21]1[cH:22][o:23][c:24](/[CH:25]=[CH:26]/[c:27]2[cH:28][cH:29][c:30]([C:31]([F:32])([F:33])[F:34])[cH:35][cH:36]2)[n:37]1.[OH:1][CH2:2][CH:3]([OH:4])[CH2:5][c:6]1[n:7][cH:8][cH:9][n:10]1[CH2:11][CH2:12][CH2:13][CH2:14][c:15]1[cH:16][cH:17][c:18]([OH:19])[cH:38][cH:39]1>[HH].[Na+]>[OH:1][CH2:2][CH:3]([OH:4])[CH2:5][c:6]1[n:7][cH:8][cH:9][n:10]1[CH2:11][CH2:12][CH2:13][CH2:14][c:15]1[cH:16][cH:17][c:18]([O:19][CH2:20][c:21]2[cH:22][o:23][c:24](/[CH:25]=[CH:26]/[c:27]3[cH:28][cH:29][c:30]([C:31]([F:32])([F:33])[F:34])[cH:35][cH:36]3)[n:37]2)[cH:38][cH:39]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:20][c:21]1[cH:22][o:23][c:24](/[CH:25]=[CH:26]/[c:27]2[cH:28][cH:29][c:30]([C:31]([F:32])([F:33])[F:34])[cH:35][cH:36]2)[n:37]1.[OH:1][CH2:2][CH:3]([OH:4])[CH2:5][c:6]1[n:7][cH:8][cH:9][n:10]1[CH2:11][CH2:12][CH2:13][CH2:14][c:15]1[cH:16][cH:17][c:18]([OH:19])[cH:38][cH:39]1>[HH].[Na+]>[OH:1][CH2:2][CH:3]([OH:4])[CH2:5][c:6]1[n:7][cH:8][cH:9][n:10]1[CH2:11][CH2:12][CH2:13][CH2:14][c:15]1[cH:16][cH:17][c:18]([O:19][CH2:20][c:21]2[cH:22][o:23][c:24](/[CH:25]=[CH:26]/[c:27]3[cH:28][cH:29][c:30]([C:31]([F:32])([F:33])[F:34])[cH:35][cH:36]3)[n:37]2)[cH:38][cH:39]1\"}",
"reactionStep": {
"id": "sa_8576eb440e42518cb4f5e898",
"reactionHash": "50de6703e54869358eb9792e596fb8c7eebdeef03cc908c8b8b95d76684949fd"
},
"children": [
{
"id": "9866",
"routeId": "sa_6406042d0a17b7e9dd421091",
"moleculeId": "sa_8291e83cf9c4ef03a7696b61",
"parentId": "9865",
"isLeaf": false,
"molecule": {
"id": "sa_8291e83cf9c4ef03a7696b61",
"inchikey": "ZEQYDQVZMNVSES-ZZXKWVIFSA-N",
"smiles": "FC(F)(F)c1ccc(/C=C/c2nc(CCl)co2)cc1"
},
"smiles": "FC(F)(F)c1ccc(/C=C/c2nc(CCl)co2)cc1",
"reactionStepId": "sa_c8cdd77cd3f379230052cd41",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040138160A1;0466;172255\",\"rsmi\":\"O=[C:13]([CH2:14][Cl:15])[CH2:16]Cl.[F:1][C:2]([F:3])([F:4])[c:5]1[cH:6][cH:7][c:8](/[CH:9]=[CH:10]/[C:11]([NH2:12])=[O:17])[cH:18][cH:19]1>Cc1ccccc1.O>[F:1][C:2]([F:3])([F:4])[c:5]1[cH:6][cH:7][c:8](/[CH:9]=[CH:10]/[c:11]2[n:12][c:13]([CH2:14][Cl:15])[cH:16][o:17]2)[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"O=[C:13]([CH2:14][Cl:15])[CH2:16]Cl.[F:1][C:2]([F:3])([F:4])[c:5]1[cH:6][cH:7][c:8](/[CH:9]=[CH:10]/[C:11]([NH2:12])=[O:17])[cH:18][cH:19]1>Cc1ccccc1.O>[F:1][C:2]([F:3])([F:4])[c:5]1[cH:6][cH:7][c:8](/[CH:9]=[CH:10]/[c:11]2[n:12][c:13]([CH2:14][Cl:15])[cH:16][o:17]2)[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_c8cdd77cd3f379230052cd41",
"reactionHash": "129b6b92c4adb131dada6cbcce852a32106e3ba1d1cd07278caf5c334005d77e"
},
"children": [
{
"id": "9867",
"routeId": "sa_6406042d0a17b7e9dd421091",
"moleculeId": "sa_d5cbbe2ddd67fc44350e1683",
"parentId": "9866",
"isLeaf": true,
"molecule": {
"id": "sa_d5cbbe2ddd67fc44350e1683",
"inchikey": "BPRFEFAHXYCKRO-ZZXKWVIFSA-N",
"smiles": "NC(=O)/C=C/c1ccc(C(F)(F)F)cc1"
},
"smiles": "NC(=O)/C=C/c1ccc(C(F)(F)F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9868",
"routeId": "sa_6406042d0a17b7e9dd421091",
"moleculeId": "sa_1813f853c602aa1908730623",
"parentId": "9866",
"isLeaf": true,
"molecule": {
"id": "sa_1813f853c602aa1908730623",
"inchikey": "SUNMBRGCANLOEG-UHFFFAOYSA-N",
"smiles": "O=C(CCl)CCl"
},
"smiles": "O=C(CCl)CCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "9869",
"routeId": "sa_6406042d0a17b7e9dd421091",
"moleculeId": "sa_66d5225a06d93928a1394ee9",
"parentId": "9865",
"isLeaf": false,
"molecule": {
"id": "sa_66d5225a06d93928a1394ee9",
"inchikey": "ZZBZKYUPGULJRS-UHFFFAOYSA-N",
"smiles": "OCC(O)Cc1nccn1CCCCc1ccc(O)cc1"
},
"smiles": "OCC(O)Cc1nccn1CCCCc1ccc(O)cc1",
"reactionStepId": "sa_ced92b4d54a94815cd73c8d8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040138160A1;0602;172282\",\"rsmi\":\"c1ccc(C[O:19][c:18]2[cH:17][cH:16][c:15]([CH2:14][CH2:13][CH2:12][CH2:11][n:10]3[c:6]([CH2:5][CH:3]([CH2:2][OH:1])[OH:4])[n:7][cH:8][cH:9]3)[cH:21][cH:20]2)cc1>C.[Pd]>[OH:1][CH2:2][CH:3]([OH:4])[CH2:5][c:6]1[n:7][cH:8][cH:9][n:10]1[CH2:11][CH2:12][CH2:13][CH2:14][c:15]1[cH:16][cH:17][c:18]([OH:19])[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"c1ccc(C[O:19][c:18]2[cH:17][cH:16][c:15]([CH2:14][CH2:13][CH2:12][CH2:11][n:10]3[c:6]([CH2:5][CH:3]([CH2:2][OH:1])[OH:4])[n:7][cH:8][cH:9]3)[cH:21][cH:20]2)cc1>C.[Pd]>[OH:1][CH2:2][CH:3]([OH:4])[CH2:5][c:6]1[n:7][cH:8][cH:9][n:10]1[CH2:11][CH2:12][CH2:13][CH2:14][c:15]1[cH:16][cH:17][c:18]([OH:19])[cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_ced92b4d54a94815cd73c8d8",
"reactionHash": "e0bbd7ef3898fc591d4f990c487dc87da38c35bc8fb2a0ef979dd56d4a088b24"
},
"children": [
{
"id": "9870",
"routeId": "sa_6406042d0a17b7e9dd421091",
"moleculeId": "sa_8585cda6de6d45b0bf42f6f2",
"parentId": "9869",
"isLeaf": false,
"molecule": {
"id": "sa_8585cda6de6d45b0bf42f6f2",
"inchikey": "CCOXMOVRTOYXFA-UHFFFAOYSA-N",
"smiles": "OCC(O)Cc1nccn1CCCCc1ccc(OCc2ccccc2)cc1"
},
"smiles": "OCC(O)Cc1nccn1CCCCc1ccc(OCc2ccccc2)cc1",
"reactionStepId": "sa_07e46403b7db5e07187a46fe",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040138160A1;0598;172281\",\"rsmi\":\"I[CH2:11][CH2:12][CH2:13][CH2:14][c:15]1[cH:16][cH:17][c:18]([O:19][CH2:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28]1.[OH:1][CH2:2][CH:3]([OH:4])[CH2:5][c:6]1[n:7][cH:8][cH:9][nH:10]1>[HH].[Na+]>[OH:1][CH2:2][CH:3]([OH:4])[CH2:5][c:6]1[n:7][cH:8][cH:9][n:10]1[CH2:11][CH2:12][CH2:13][CH2:14][c:15]1[cH:16][cH:17][c:18]([O:19][CH2:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"I[CH2:11][CH2:12][CH2:13][CH2:14][c:15]1[cH:16][cH:17][c:18]([O:19][CH2:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28]1.[OH:1][CH2:2][CH:3]([OH:4])[CH2:5][c:6]1[n:7][cH:8][cH:9][nH:10]1>[HH].[Na+]>[OH:1][CH2:2][CH:3]([OH:4])[CH2:5][c:6]1[n:7][cH:8][cH:9][n:10]1[CH2:11][CH2:12][CH2:13][CH2:14][c:15]1[cH:16][cH:17][c:18]([O:19][CH2:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28]1\"}",
"reactionStep": {
"id": "sa_07e46403b7db5e07187a46fe",
"reactionHash": "3a04d5a195cb6e0ded98ddf43e55d1323a4ee8035f85fb7023d53ec641135d45"
},
"children": [
{
"id": "9871",
"routeId": "sa_6406042d0a17b7e9dd421091",
"moleculeId": "sa_1a7ab49ff0f83c388f82d36f",
"parentId": "9870",
"isLeaf": true,
"molecule": {
"id": "sa_1a7ab49ff0f83c388f82d36f",
"inchikey": "LSIAFBPICWRWLE-UHFFFAOYSA-N",
"smiles": "OCC(O)Cc1ncc[nH]1"
},
"smiles": "OCC(O)Cc1ncc[nH]1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9872",
"routeId": "sa_6406042d0a17b7e9dd421091",
"moleculeId": "sa_82fd324106c769779f9f24d9",
"parentId": "9870",
"isLeaf": false,
"molecule": {
"id": "sa_82fd324106c769779f9f24d9",
"inchikey": "QXHJDHDJEJLWJQ-UHFFFAOYSA-N",
"smiles": "ICCCCc1ccc(OCc2ccccc2)cc1"
},
"smiles": "ICCCCc1ccc(OCc2ccccc2)cc1",
"reactionStepId": "sa_6bef6803dd8fd45ff306ce0a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040138160A1;0525;172267\",\"rsmi\":\"CS(=O)(=O)O[CH2:2][CH2:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([O:10][CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:18][cH:19]1.[IH:1]>CC(C)=O.[Na+]>[I:1][CH2:2][CH2:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([O:10][CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)O[CH2:2][CH2:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([O:10][CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:18][cH:19]1.[IH:1]>CC(C)=O.[Na+]>[I:1][CH2:2][CH2:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([O:10][CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_6bef6803dd8fd45ff306ce0a",
"reactionHash": "65a6bc3b8e6118619d7c4454a0aec0a5732028d07ab2fa25002d9e71600e4988"
},
"children": [
{
"id": "9873",
"routeId": "sa_6406042d0a17b7e9dd421091",
"moleculeId": "sa_c4c3cfb292570e137a05b79e",
"parentId": "9872",
"isLeaf": true,
"molecule": {
"id": "sa_c4c3cfb292570e137a05b79e",
"inchikey": "JRIYLMISMPAZJP-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)OCCCCc1ccc(OCc2ccccc2)cc1"
},
"smiles": "CS(=O)(=O)OCCCCc1ccc(OCc2ccccc2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9874",
"routeId": "sa_6406042d0a17b7e9dd421091",
"moleculeId": "sa_bc906e425e53d363266dfe60",
"parentId": "9872",
"isLeaf": true,
"molecule": {
"id": "sa_bc906e425e53d363266dfe60",
"inchikey": "XMBWDFGMSWQBCA-UHFFFAOYSA-N",
"smiles": "I"
},
"smiles": "I",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}