Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCN(CC)CCCc1ccc2[nH]c(C=C3C(=O)Nc4cc(-c5ccccc5)ccc43)cc2c1
InChiKey
QDAFQIXTHAJZKA-UHFFFAOYSA-N
Route Signature
df3f7104d47adb760ef00b6393d49de295da3318a3bcf069e9fee9139f6ff0c4
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_2d8db385f8913e58e2c955ad",
"signature": "df3f7104d47adb760ef00b6393d49de295da3318a3bcf069e9fee9139f6ff0c4",
"contentHash": "b78422f19f7e0b6671a29865fb3061807d0a33381ec0c033923e167c61be3ff7",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_d562004742ead61c2a4be133",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01871",
"moleculeId": "sa_ce3c25584c1bc18f16899ae7",
"smiles": "CCN(CC)CCCc1ccc2[nH]c(C=C3C(=O)Nc4cc(-c5ccccc5)ccc43)cc2c1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_ce3c25584c1bc18f16899ae7",
"inchikey": "QDAFQIXTHAJZKA-UHFFFAOYSA-N",
"smiles": "CCN(CC)CCCc1ccc2[nH]c(C=C3C(=O)Nc4cc(-c5ccccc5)ccc43)cc2c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10495",
"routeId": "sa_2d8db385f8913e58e2c955ad",
"moleculeId": "sa_ce3c25584c1bc18f16899ae7",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_ce3c25584c1bc18f16899ae7",
"inchikey": "QDAFQIXTHAJZKA-UHFFFAOYSA-N",
"smiles": "CCN(CC)CCCc1ccc2[nH]c(C=C3C(=O)Nc4cc(-c5ccccc5)ccc43)cc2c1"
},
"smiles": "CCN(CC)CCCc1ccc2[nH]c(C=C3C(=O)Nc4cc(-c5ccccc5)ccc43)cc2c1",
"reactionStepId": "sa_aaf052bf46dcaaae03cc8faa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06706709B2;;641055\",\"rsmi\":\"O=[CH:15][c:14]1[nH:13][c:12]2[cH:11][cH:10][c:9]([CH2:8][CH2:7][CH2:6][N:3]([CH2:2][CH3:1])[CH2:4][CH3:5])[cH:34][c:33]2[cH:32]1.[CH2:16]1[C:17](=[O:18])[NH:19][c:20]2[cH:21][c:22](-[c:23]3[cH:24][cH:25][cH:26][cH:27][cH:28]3)[cH:29][cH:30][c:31]21>C1CCNCC1.CCO>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][CH2:8][c:9]1[cH:10][cH:11][c:12]2[nH:13][c:14]([CH:15]=[C:16]3[C:17](=[O:18])[NH:19][c:20]4[cH:21][c:22](-[c:23]5[cH:24][cH:25][cH:26][cH:27][cH:28]5)[cH:29][cH:30][c:31]43)[cH:32][c:33]2[cH:34]1\"},\"mapped_reaction_smiles\":\"O=[CH:15][c:14]1[nH:13][c:12]2[cH:11][cH:10][c:9]([CH2:8][CH2:7][CH2:6][N:3]([CH2:2][CH3:1])[CH2:4][CH3:5])[cH:34][c:33]2[cH:32]1.[CH2:16]1[C:17](=[O:18])[NH:19][c:20]2[cH:21][c:22](-[c:23]3[cH:24][cH:25][cH:26][cH:27][cH:28]3)[cH:29][cH:30][c:31]21>C1CCNCC1.CCO>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][CH2:8][c:9]1[cH:10][cH:11][c:12]2[nH:13][c:14]([CH:15]=[C:16]3[C:17](=[O:18])[NH:19][c:20]4[cH:21][c:22](-[c:23]5[cH:24][cH:25][cH:26][cH:27][cH:28]5)[cH:29][cH:30][c:31]43)[cH:32][c:33]2[cH:34]1\"}",
"reactionStep": {
"id": "sa_aaf052bf46dcaaae03cc8faa",
"reactionHash": "36050ba333521fc8f4aa70ef9c496acbfa48dc8499dc5f8f973ef74398577ae4"
},
"children": [
{
"id": "10496",
"routeId": "sa_2d8db385f8913e58e2c955ad",
"moleculeId": "sa_d58f35caa14bab53ff90118e",
"parentId": "10495",
"isLeaf": false,
"molecule": {
"id": "sa_d58f35caa14bab53ff90118e",
"inchikey": "BRTXRFCARXOWJV-UHFFFAOYSA-N",
"smiles": "O=C1Cc2ccc(-c3ccccc3)cc2N1"
},
"smiles": "O=C1Cc2ccc(-c3ccccc3)cc2N1",
"reactionStepId": "sa_42d56557046c6676fb42b0ae",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06706709B2;;641119\",\"rsmi\":\"O=[N+:16]([O-])[c:15]1[c:4]([CH2:3][C:2](O)=[O:1])[cH:5][cH:6][c:7](-[c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[cH:14]1>CC(=O)O.[Fe]>[O:1]=[C:2]1[CH2:3][c:4]2[cH:5][cH:6][c:7](-[c:8]3[cH:9][cH:10][cH:11][cH:12][cH:13]3)[cH:14][c:15]2[NH:16]1\"},\"mapped_reaction_smiles\":\"O=[N+:16]([O-])[c:15]1[c:4]([CH2:3][C:2](O)=[O:1])[cH:5][cH:6][c:7](-[c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[cH:14]1>CC(=O)O.[Fe]>[O:1]=[C:2]1[CH2:3][c:4]2[cH:5][cH:6][c:7](-[c:8]3[cH:9][cH:10][cH:11][cH:12][cH:13]3)[cH:14][c:15]2[NH:16]1\"}",
"reactionStep": {
"id": "sa_42d56557046c6676fb42b0ae",
"reactionHash": "8a751094b4ebbf09639a9f61d73c28e64fe34c58e136886d6a9b34c508e4975e"
},
"children": [
{
"id": "10497",
"routeId": "sa_2d8db385f8913e58e2c955ad",
"moleculeId": "sa_f3a1a132db4829eadb9a5a57",
"parentId": "10496",
"isLeaf": false,
"molecule": {
"id": "sa_f3a1a132db4829eadb9a5a57",
"inchikey": "PBPINVZBVWMQCT-UHFFFAOYSA-N",
"smiles": "O=C(O)Cc1ccc(-c2ccccc2)cc1[N+](=O)[O-]"
},
"smiles": "O=C(O)Cc1ccc(-c2ccccc2)cc1[N+](=O)[O-]",
"reactionStepId": "sa_dfebfad0fe53cf2df7c10d33",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06706709B2;;641118\",\"rsmi\":\"COC(=O)[CH:4]([C:2](=[O:1])[O:3]C)[c:5]1[c:6]([N+:7](=[O:8])[O-:9])[cH:10][c:11](-[c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:18][cH:19]1>Cl>[O:1]=[C:2]([OH:3])[CH2:4][c:5]1[c:6]([N+:7](=[O:8])[O-:9])[cH:10][c:11](-[c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"COC(=O)[CH:4]([C:2](=[O:1])[O:3]C)[c:5]1[c:6]([N+:7](=[O:8])[O-:9])[cH:10][c:11](-[c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:18][cH:19]1>Cl>[O:1]=[C:2]([OH:3])[CH2:4][c:5]1[c:6]([N+:7](=[O:8])[O-:9])[cH:10][c:11](-[c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_dfebfad0fe53cf2df7c10d33",
"reactionHash": "5c0749e99455c0ac5554787163ac22e4e79c6dcbdaab60e610f0a273e92bd663"
},
"children": [
{
"id": "10498",
"routeId": "sa_2d8db385f8913e58e2c955ad",
"moleculeId": "sa_905b79a1301001ade38d97fb",
"parentId": "10497",
"isLeaf": true,
"molecule": {
"id": "sa_905b79a1301001ade38d97fb",
"inchikey": "FSADKQTZVABRCO-UHFFFAOYSA-N",
"smiles": "COC(=O)C(C(=O)OC)c1ccc(-c2ccccc2)cc1[N+](=O)[O-]"
},
"smiles": "COC(=O)C(C(=O)OC)c1ccc(-c2ccccc2)cc1[N+](=O)[O-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "10499",
"routeId": "sa_2d8db385f8913e58e2c955ad",
"moleculeId": "sa_6b695cf80954d3d3a49a190f",
"parentId": "10495",
"isLeaf": false,
"molecule": {
"id": "sa_6b695cf80954d3d3a49a190f",
"inchikey": "FPCLFYDTIDQYPP-UHFFFAOYSA-N",
"smiles": "CCN(CC)CCCc1ccc2[nH]c(C=O)cc2c1"
},
"smiles": "CCN(CC)CCCc1ccc2[nH]c(C=O)cc2c1",
"reactionStepId": "sa_6f68f61af806a9e03e7e6579",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06706709B2;;641047\",\"rsmi\":\"[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][CH2:8][c:9]1[cH:10][cH:11][c:12]2[nH:13][c:14]([CH2:15][OH:16])[cH:17][c:18]2[cH:19]1>ClCCl.[Mn+2].[O-2]>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][CH2:8][c:9]1[cH:10][cH:11][c:12]2[nH:13][c:14]([CH:15]=[O:16])[cH:17][c:18]2[cH:19]1\"},\"mapped_reaction_smiles\":\"[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][CH2:8][c:9]1[cH:10][cH:11][c:12]2[nH:13][c:14]([CH2:15][OH:16])[cH:17][c:18]2[cH:19]1>ClCCl.[Mn+2].[O-2]>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][CH2:8][c:9]1[cH:10][cH:11][c:12]2[nH:13][c:14]([CH:15]=[O:16])[cH:17][c:18]2[cH:19]1\"}",
"reactionStep": {
"id": "sa_6f68f61af806a9e03e7e6579",
"reactionHash": "8a896030284b8c38235287a85f3e56028fedce4115ae866d5520603b90db570e"
},
"children": [
{
"id": "10500",
"routeId": "sa_2d8db385f8913e58e2c955ad",
"moleculeId": "sa_bde4c9da824809de76540917",
"parentId": "10499",
"isLeaf": false,
"molecule": {
"id": "sa_bde4c9da824809de76540917",
"inchikey": "IMCZJSISEOMDFG-UHFFFAOYSA-N",
"smiles": "CCN(CC)CCCc1ccc2[nH]c(CO)cc2c1"
},
"smiles": "CCN(CC)CCCc1ccc2[nH]c(CO)cc2c1",
"reactionStepId": "sa_a3c46ff5665386cb5d2b584b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06706709B2;;641046\",\"rsmi\":\"CCO[C:15]([c:14]1[nH:13][c:12]2[cH:11][cH:10][c:9]([CH2:8][CH2:7][CH2:6][N:3]([CH2:2][CH3:1])[CH2:4][CH3:5])[cH:19][c:18]2[cH:17]1)=[O:16]>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][CH2:8][c:9]1[cH:10][cH:11][c:12]2[nH:13][c:14]([CH2:15][OH:16])[cH:17][c:18]2[cH:19]1\"},\"mapped_reaction_smiles\":\"CCO[C:15]([c:14]1[nH:13][c:12]2[cH:11][cH:10][c:9]([CH2:8][CH2:7][CH2:6][N:3]([CH2:2][CH3:1])[CH2:4][CH3:5])[cH:19][c:18]2[cH:17]1)=[O:16]>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][CH2:8][c:9]1[cH:10][cH:11][c:12]2[nH:13][c:14]([CH2:15][OH:16])[cH:17][c:18]2[cH:19]1\"}",
"reactionStep": {
"id": "sa_a3c46ff5665386cb5d2b584b",
"reactionHash": "15602e97dfd84b12ac38615a38dd99e197d4ebfb1f4747a9ea566ecdddaf5876"
},
"children": [
{
"id": "10501",
"routeId": "sa_2d8db385f8913e58e2c955ad",
"moleculeId": "sa_75c1bd5e29731875358544d2",
"parentId": "10500",
"isLeaf": true,
"molecule": {
"id": "sa_75c1bd5e29731875358544d2",
"inchikey": "LPXQPTIKEAVZQN-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc2cc(CCCN(CC)CC)ccc2[nH]1"
},
"smiles": "CCOC(=O)c1cc2cc(CCCN(CC)CC)ccc2[nH]1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}