Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN1CCN(CCOc2ccc(C3(O)CCN(c4ccc5nnc(C(F)(F)F)n5n4)CC3)cc2)CC1=O
InChiKey
QTOUNOBESCFQKJ-UHFFFAOYSA-N
Route Signature
491514ea38c2e523a67ac24b39ed45900236e1d7da2cdfc8f73f99c10bf8fc2b
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_a38ff53112dd3aa7428b1956",
"signature": "491514ea38c2e523a67ac24b39ed45900236e1d7da2cdfc8f73f99c10bf8fc2b",
"contentHash": "5bd8160e343415bd9a1b56fd8e640b04f78ef15e653f683ff54be22c69cd0d60",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_80ab8c49db1423332be09b6c",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-06734",
"moleculeId": "sa_85dea741275f5625cd343746",
"smiles": "CN1CCN(CCOc2ccc(C3(O)CCN(c4ccc5nnc(C(F)(F)F)n5n4)CC3)cc2)CC1=O",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_85dea741275f5625cd343746",
"inchikey": "QTOUNOBESCFQKJ-UHFFFAOYSA-N",
"smiles": "CN1CCN(CCOc2ccc(C3(O)CCN(c4ccc5nnc(C(F)(F)F)n5n4)CC3)cc2)CC1=O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11669",
"routeId": "sa_a38ff53112dd3aa7428b1956",
"moleculeId": "sa_85dea741275f5625cd343746",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_85dea741275f5625cd343746",
"inchikey": "QTOUNOBESCFQKJ-UHFFFAOYSA-N",
"smiles": "CN1CCN(CCOc2ccc(C3(O)CCN(c4ccc5nnc(C(F)(F)F)n5n4)CC3)cc2)CC1=O"
},
"smiles": "CN1CCN(CCOc2ccc(C3(O)CCN(c4ccc5nnc(C(F)(F)F)n5n4)CC3)cc2)CC1=O",
"reactionStepId": "sa_4e802a499b33bffe8c59bddb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100292222A1;0290;974542\",\"rsmi\":\"O[c:9]1[cH:10][cH:11][c:12]([C:13]2([OH:14])[CH2:15][CH2:16][N:17]([c:18]3[n:19][n:20]4[c:21]([n:22][n:23][c:24]4[C:25]([F:26])([F:27])[F:28])[cH:29][cH:30]3)[CH2:31][CH2:32]2)[cH:33][cH:34]1.[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH2:6][CH2:7][OH:8])[CH2:35][C:36]1=[O:37]>C1CCOC1.CC(C)OC(=O)/N=N/C(=O)OC(C)C.CCOCC.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH2:6][CH2:7][O:8][c:9]2[cH:10][cH:11][c:12]([C:13]3([OH:14])[CH2:15][CH2:16][N:17]([c:18]4[n:19][n:20]5[c:21]([n:22][n:23][c:24]5[C:25]([F:26])([F:27])[F:28])[cH:29][cH:30]4)[CH2:31][CH2:32]3)[cH:33][cH:34]2)[CH2:35][C:36]1=[O:37]\"},\"mapped_reaction_smiles\":\"O[c:9]1[cH:10][cH:11][c:12]([C:13]2([OH:14])[CH2:15][CH2:16][N:17]([c:18]3[n:19][n:20]4[c:21]([n:22][n:23][c:24]4[C:25]([F:26])([F:27])[F:28])[cH:29][cH:30]3)[CH2:31][CH2:32]2)[cH:33][cH:34]1.[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH2:6][CH2:7][OH:8])[CH2:35][C:36]1=[O:37]>C1CCOC1.CC(C)OC(=O)/N=N/C(=O)OC(C)C.CCOCC.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH2:6][CH2:7][O:8][c:9]2[cH:10][cH:11][c:12]([C:13]3([OH:14])[CH2:15][CH2:16][N:17]([c:18]4[n:19][n:20]5[c:21]([n:22][n:23][c:24]5[C:25]([F:26])([F:27])[F:28])[cH:29][cH:30]4)[CH2:31][CH2:32]3)[cH:33][cH:34]2)[CH2:35][C:36]1=[O:37]\"}",
"reactionStep": {
"id": "sa_4e802a499b33bffe8c59bddb",
"reactionHash": "725e4a0bf277b5ba02ce30a13c0526a16716d11e20cff4e3e0e9ea62b52c45ad"
},
"children": [
{
"id": "11670",
"routeId": "sa_a38ff53112dd3aa7428b1956",
"moleculeId": "sa_ad67c324dc2965c176f2e412",
"parentId": "11669",
"isLeaf": false,
"molecule": {
"id": "sa_ad67c324dc2965c176f2e412",
"inchikey": "GQWCQUYLSMAECK-UHFFFAOYSA-N",
"smiles": "Oc1ccc(C2(O)CCN(c3ccc4nnc(C(F)(F)F)n4n3)CC2)cc1"
},
"smiles": "Oc1ccc(C2(O)CCN(c3ccc4nnc(C(F)(F)F)n4n3)CC2)cc1",
"reactionStepId": "sa_c9ec40ca2219f0ca10d20c0f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100292222A1;0300;974546\",\"rsmi\":\"Cl[c:11]1[n:12][n:13]2[c:14]([n:15][n:16][c:17]2[C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]1.[OH:1][c:2]1[cH:3][cH:4][c:5]([C:6]2([OH:7])[CH2:8][CH2:9][NH:10][CH2:24][CH2:25]2)[cH:26][cH:27]1>CCN(C(C)C)C(C)C.CN(C)C=O>[OH:1][c:2]1[cH:3][cH:4][c:5]([C:6]2([OH:7])[CH2:8][CH2:9][N:10]([c:11]3[n:12][n:13]4[c:14]([n:15][n:16][c:17]4[C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]3)[CH2:24][CH2:25]2)[cH:26][cH:27]1\"},\"mapped_reaction_smiles\":\"Cl[c:11]1[n:12][n:13]2[c:14]([n:15][n:16][c:17]2[C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]1.[OH:1][c:2]1[cH:3][cH:4][c:5]([C:6]2([OH:7])[CH2:8][CH2:9][NH:10][CH2:24][CH2:25]2)[cH:26][cH:27]1>CCN(C(C)C)C(C)C.CN(C)C=O>[OH:1][c:2]1[cH:3][cH:4][c:5]([C:6]2([OH:7])[CH2:8][CH2:9][N:10]([c:11]3[n:12][n:13]4[c:14]([n:15][n:16][c:17]4[C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]3)[CH2:24][CH2:25]2)[cH:26][cH:27]1\"}",
"reactionStep": {
"id": "sa_c9ec40ca2219f0ca10d20c0f",
"reactionHash": "4075059adb5a2a7b81646a0c1130a3289f0a323ff8fc787a43ab57d36ef3d1d2"
},
"children": [
{
"id": "11671",
"routeId": "sa_a38ff53112dd3aa7428b1956",
"moleculeId": "sa_08a735e8c57434deec4b3bec",
"parentId": "11670",
"isLeaf": true,
"molecule": {
"id": "sa_08a735e8c57434deec4b3bec",
"inchikey": "IJESFQCCOFNOQG-UHFFFAOYSA-N",
"smiles": "FC(F)(F)c1nnc2ccc(Cl)nn12"
},
"smiles": "FC(F)(F)c1nnc2ccc(Cl)nn12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11672",
"routeId": "sa_a38ff53112dd3aa7428b1956",
"moleculeId": "sa_f96ebb233d53d409dcc93d1f",
"parentId": "11670",
"isLeaf": true,
"molecule": {
"id": "sa_f96ebb233d53d409dcc93d1f",
"inchikey": "ZIYRFSOIBBGGDC-UHFFFAOYSA-N",
"smiles": "Oc1ccc(C2(O)CCNCC2)cc1"
},
"smiles": "Oc1ccc(C2(O)CCNCC2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11673",
"routeId": "sa_a38ff53112dd3aa7428b1956",
"moleculeId": "sa_8cc9d9e0010dc20628b47cfc",
"parentId": "11669",
"isLeaf": false,
"molecule": {
"id": "sa_8cc9d9e0010dc20628b47cfc",
"inchikey": "IXEQIZJFLXONEU-UHFFFAOYSA-N",
"smiles": "CN1CCN(CCO)CC1=O"
},
"smiles": "CN1CCN(CCO)CC1=O",
"reactionStepId": "sa_b3312dee702393206e920e41",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100292222A1;0293;974543\",\"rsmi\":\"Br[CH2:6][CH2:7][OH:8].[CH3:1][N:2]1[CH2:3][CH2:4][NH:5][CH2:9][C:10]1=[O:11]>C1CCOC1.O=C(O)O.[K+].[K+]>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH2:6][CH2:7][OH:8])[CH2:9][C:10]1=[O:11]\"},\"mapped_reaction_smiles\":\"Br[CH2:6][CH2:7][OH:8].[CH3:1][N:2]1[CH2:3][CH2:4][NH:5][CH2:9][C:10]1=[O:11]>C1CCOC1.O=C(O)O.[K+].[K+]>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH2:6][CH2:7][OH:8])[CH2:9][C:10]1=[O:11]\"}",
"reactionStep": {
"id": "sa_b3312dee702393206e920e41",
"reactionHash": "32a066fbc6edee0146a0870c487a1c47da1b364014275bd2ed1d7b43140693f4"
},
"children": [
{
"id": "11674",
"routeId": "sa_a38ff53112dd3aa7428b1956",
"moleculeId": "sa_c388811a60554db91926a57d",
"parentId": "11673",
"isLeaf": true,
"molecule": {
"id": "sa_c388811a60554db91926a57d",
"inchikey": "KJCIMSSFGUGTGA-UHFFFAOYSA-N",
"smiles": "CN1CCNCC1=O"
},
"smiles": "CN1CCNCC1=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11675",
"routeId": "sa_a38ff53112dd3aa7428b1956",
"moleculeId": "sa_7a0c7320c126867344fe980f",
"parentId": "11673",
"isLeaf": true,
"molecule": {
"id": "sa_7a0c7320c126867344fe980f",
"inchikey": "LDLCZOVUSADOIV-UHFFFAOYSA-N",
"smiles": "OCCBr"
},
"smiles": "OCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}