Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C(#Cc1ccc2[nH]ccc2c1)CCN1CCC(Cc2ccccc2)CC1
InChiKey
ILABISIOLQXNHJ-UHFFFAOYSA-N
Route Signature
99239fb33eea3f6a1b989e1aada5348013bc68aeb579a46cba7e32a0607d6752
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_d4f9a92238da066ab5037b09",
"signature": "99239fb33eea3f6a1b989e1aada5348013bc68aeb579a46cba7e32a0607d6752",
"contentHash": "a8ccbcde7d3248e9b12abe0df358d61259af5420949f00535808f442d01ca85c",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_486d61abc1013736caa0ed31",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-05817",
"moleculeId": "sa_42459cfd1d464176f30ef41b",
"smiles": "C(#Cc1ccc2[nH]ccc2c1)CCN1CCC(Cc2ccccc2)CC1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_42459cfd1d464176f30ef41b",
"inchikey": "ILABISIOLQXNHJ-UHFFFAOYSA-N",
"smiles": "C(#Cc1ccc2[nH]ccc2c1)CCN1CCC(Cc2ccccc2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11483",
"routeId": "sa_d4f9a92238da066ab5037b09",
"moleculeId": "sa_42459cfd1d464176f30ef41b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_42459cfd1d464176f30ef41b",
"inchikey": "ILABISIOLQXNHJ-UHFFFAOYSA-N",
"smiles": "C(#Cc1ccc2[nH]ccc2c1)CCN1CCC(Cc2ccccc2)CC1"
},
"smiles": "C(#Cc1ccc2[nH]ccc2c1)CCN1CCC(Cc2ccccc2)CC1",
"reactionStepId": "sa_f0bea8c199fa9a77a052e59e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06448270B1;;571506\",\"rsmi\":\"O=S(=O)(c1ccccc1)[n:7]1[c:6]2[cH:5][cH:4][c:3]([C:2]#[C:1][CH2:12][CH2:13][N:14]3[CH2:15][CH2:16][CH:17]([CH2:18][c:19]4[cH:20][cH:21][cH:22][cH:23][cH:24]4)[CH2:25][CH2:26]3)[cH:11][c:10]2[cH:9][cH:8]1>CCO.[Na+].O>[C:1](#[C:2][c:3]1[cH:4][cH:5][c:6]2[nH:7][cH:8][cH:9][c:10]2[cH:11]1)[CH2:12][CH2:13][N:14]1[CH2:15][CH2:16][CH:17]([CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[CH2:25][CH2:26]1\"},\"mapped_reaction_smiles\":\"O=S(=O)(c1ccccc1)[n:7]1[c:6]2[cH:5][cH:4][c:3]([C:2]#[C:1][CH2:12][CH2:13][N:14]3[CH2:15][CH2:16][CH:17]([CH2:18][c:19]4[cH:20][cH:21][cH:22][cH:23][cH:24]4)[CH2:25][CH2:26]3)[cH:11][c:10]2[cH:9][cH:8]1>CCO.[Na+].O>[C:1](#[C:2][c:3]1[cH:4][cH:5][c:6]2[nH:7][cH:8][cH:9][c:10]2[cH:11]1)[CH2:12][CH2:13][N:14]1[CH2:15][CH2:16][CH:17]([CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[CH2:25][CH2:26]1\"}",
"reactionStep": {
"id": "sa_f0bea8c199fa9a77a052e59e",
"reactionHash": "c9fd2b79b74c1cf366cff406fba8c0bd26f07c5ee280460376a73c54c245265e"
},
"children": [
{
"id": "11484",
"routeId": "sa_d4f9a92238da066ab5037b09",
"moleculeId": "sa_73a3d554dcb2991a198f1519",
"parentId": "11483",
"isLeaf": false,
"molecule": {
"id": "sa_73a3d554dcb2991a198f1519",
"inchikey": "ZJBORDJCLWLVMR-UHFFFAOYSA-N",
"smiles": "O=S(=O)(c1ccccc1)n1ccc2cc(C#CCCN3CCC(Cc4ccccc4)CC3)ccc21"
},
"smiles": "O=S(=O)(c1ccccc1)n1ccc2cc(C#CCCN3CCC(Cc4ccccc4)CC3)ccc21",
"reactionStepId": "sa_c11e60d6eb01c978d226a465",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06448270B1;;571505\",\"rsmi\":\"Br[c:15]1[cH:14][c:13]2[cH:12][cH:11][n:10]([S:2](=[O:1])(=[O:3])[c:4]3[cH:5][cH:6][cH:7][cH:8][cH:9]3)[c:35]2[cH:34][cH:33]1.[CH:16]#[C:17][CH2:18][CH2:19][N:20]1[CH2:21][CH2:22][CH:23]([CH2:24][c:25]2[cH:26][cH:27][cH:28][cH:29][cH:30]2)[CH2:31][CH2:32]1>C1CCNC1.c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[O:1]=[S:2](=[O:3])([c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1)[n:10]1[cH:11][cH:12][c:13]2[cH:14][c:15]([C:16]#[C:17][CH2:18][CH2:19][N:20]3[CH2:21][CH2:22][CH:23]([CH2:24][c:25]4[cH:26][cH:27][cH:28][cH:29][cH:30]4)[CH2:31][CH2:32]3)[cH:33][cH:34][c:35]12\"},\"mapped_reaction_smiles\":\"Br[c:15]1[cH:14][c:13]2[cH:12][cH:11][n:10]([S:2](=[O:1])(=[O:3])[c:4]3[cH:5][cH:6][cH:7][cH:8][cH:9]3)[c:35]2[cH:34][cH:33]1.[CH:16]#[C:17][CH2:18][CH2:19][N:20]1[CH2:21][CH2:22][CH:23]([CH2:24][c:25]2[cH:26][cH:27][cH:28][cH:29][cH:30]2)[CH2:31][CH2:32]1>C1CCNC1.c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[O:1]=[S:2](=[O:3])([c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1)[n:10]1[cH:11][cH:12][c:13]2[cH:14][c:15]([C:16]#[C:17][CH2:18][CH2:19][N:20]3[CH2:21][CH2:22][CH:23]([CH2:24][c:25]4[cH:26][cH:27][cH:28][cH:29][cH:30]4)[CH2:31][CH2:32]3)[cH:33][cH:34][c:35]12\"}",
"reactionStep": {
"id": "sa_c11e60d6eb01c978d226a465",
"reactionHash": "ffb58118255a3986ef19590ec1bcb8e6d636962e3290b0a8e2a9e0c69fd80454"
},
"children": [
{
"id": "11485",
"routeId": "sa_d4f9a92238da066ab5037b09",
"moleculeId": "sa_1c92ed0ff328f06f1d9a7729",
"parentId": "11484",
"isLeaf": false,
"molecule": {
"id": "sa_1c92ed0ff328f06f1d9a7729",
"inchikey": "IPHNHHOINYUNHW-UHFFFAOYSA-N",
"smiles": "C#CCCN1CCC(Cc2ccccc2)CC1"
},
"smiles": "C#CCCN1CCC(Cc2ccccc2)CC1",
"reactionStepId": "sa_5ab39b3911d0a27d6871df6e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06448270B1;;571495\",\"rsmi\":\"CS(=O)(=O)[CH2:4][CH2:3][C:2]#[CH:1].[NH:5]1[CH2:6][CH2:7][CH:8]([CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[CH2:16][CH2:17]1>CC#N.O=C(O)O.[K+].[K+]>[CH:1]#[C:2][CH2:3][CH2:4][N:5]1[CH2:6][CH2:7][CH:8]([CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[CH2:16][CH2:17]1\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)[CH2:4][CH2:3][C:2]#[CH:1].[NH:5]1[CH2:6][CH2:7][CH:8]([CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[CH2:16][CH2:17]1>CC#N.O=C(O)O.[K+].[K+]>[CH:1]#[C:2][CH2:3][CH2:4][N:5]1[CH2:6][CH2:7][CH:8]([CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[CH2:16][CH2:17]1\"}",
"reactionStep": {
"id": "sa_5ab39b3911d0a27d6871df6e",
"reactionHash": "19a42a45175ea3b6dfa45f22286f26c5b2bf94b70a27acd7ecce8c86c7179779"
},
"children": [
{
"id": "11486",
"routeId": "sa_d4f9a92238da066ab5037b09",
"moleculeId": "sa_35e81f6f6dbe4161a4f0ad32",
"parentId": "11485",
"isLeaf": true,
"molecule": {
"id": "sa_35e81f6f6dbe4161a4f0ad32",
"inchikey": "ABGXADJDTPFFSZ-UHFFFAOYSA-N",
"smiles": "c1ccc(CC2CCNCC2)cc1"
},
"smiles": "c1ccc(CC2CCNCC2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11487",
"routeId": "sa_d4f9a92238da066ab5037b09",
"moleculeId": "sa_00731e1370e84b26dc28a19d",
"parentId": "11485",
"isLeaf": true,
"molecule": {
"id": "sa_00731e1370e84b26dc28a19d",
"inchikey": "OBQRIFORODSOHO-UHFFFAOYSA-N",
"smiles": "C#CCCS(C)(=O)=O"
},
"smiles": "C#CCCS(C)(=O)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11488",
"routeId": "sa_d4f9a92238da066ab5037b09",
"moleculeId": "sa_dd53dcda7ee056a343ea21b7",
"parentId": "11484",
"isLeaf": false,
"molecule": {
"id": "sa_dd53dcda7ee056a343ea21b7",
"inchikey": "XUKSXJWRFMTAPZ-UHFFFAOYSA-N",
"smiles": "O=S(=O)(c1ccccc1)n1ccc2cc(Br)ccc21"
},
"smiles": "O=S(=O)(c1ccccc1)n1ccc2cc(Br)ccc21",
"reactionStepId": "sa_50531ee419feab6b8856bea1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06448270B1;;571504\",\"rsmi\":\"Cl[S:2](=[O:1])(=[O:3])[c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1.[nH:10]1[cH:11][cH:12][c:13]2[cH:14][c:15]([Br:16])[cH:17][cH:18][c:19]12>CCCC[N+](CCCC)(CCCC)CCCC.Cc1ccccc1.O.O=S(=O)(O)O>[O:1]=[S:2](=[O:3])([c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1)[n:10]1[cH:11][cH:12][c:13]2[cH:14][c:15]([Br:16])[cH:17][cH:18][c:19]12\"},\"mapped_reaction_smiles\":\"Cl[S:2](=[O:1])(=[O:3])[c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1.[nH:10]1[cH:11][cH:12][c:13]2[cH:14][c:15]([Br:16])[cH:17][cH:18][c:19]12>CCCC[N+](CCCC)(CCCC)CCCC.Cc1ccccc1.O.O=S(=O)(O)O>[O:1]=[S:2](=[O:3])([c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1)[n:10]1[cH:11][cH:12][c:13]2[cH:14][c:15]([Br:16])[cH:17][cH:18][c:19]12\"}",
"reactionStep": {
"id": "sa_50531ee419feab6b8856bea1",
"reactionHash": "12218e5d25693467e9268ef9eb2069aa1f028146a77c8ed20968f49b7beb9163"
},
"children": [
{
"id": "11489",
"routeId": "sa_d4f9a92238da066ab5037b09",
"moleculeId": "sa_2e449791516bfe12bcac6036",
"parentId": "11488",
"isLeaf": true,
"molecule": {
"id": "sa_2e449791516bfe12bcac6036",
"inchikey": "CSKNSYBAZOQPLR-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Cl)c1ccccc1"
},
"smiles": "O=S(=O)(Cl)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11490",
"routeId": "sa_d4f9a92238da066ab5037b09",
"moleculeId": "sa_0cbec097cba36e9b1b751fc9",
"parentId": "11488",
"isLeaf": true,
"molecule": {
"id": "sa_0cbec097cba36e9b1b751fc9",
"inchikey": "VXWVFZFZYXOBTA-UHFFFAOYSA-N",
"smiles": "Brc1ccc2[nH]ccc2c1"
},
"smiles": "Brc1ccc2[nH]ccc2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}