Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1c(-c2cnc(N)c(-c3nc4ccccc4o3)c2)cnn1C1CCNCC1
InChiKey
IFNNGUAEUPWJKF-UHFFFAOYSA-N
Route Signature
8ab13c1bbe924413d6c20f253398b89a5b26248cc2eb8db7766034d7311cad46
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_084c78e54211fb8682a25343",
"signature": "8ab13c1bbe924413d6c20f253398b89a5b26248cc2eb8db7766034d7311cad46",
"contentHash": "56d90f033c73baf20b64791b703cc70d9f17ff7039b7096e554f1ffc47baf02b",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_1850d4feb2e0780fffff2fc0",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-04940",
"moleculeId": "sa_649a64ba14a3b7b3869594a7",
"smiles": "Cc1c(-c2cnc(N)c(-c3nc4ccccc4o3)c2)cnn1C1CCNCC1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_649a64ba14a3b7b3869594a7",
"inchikey": "IFNNGUAEUPWJKF-UHFFFAOYSA-N",
"smiles": "Cc1c(-c2cnc(N)c(-c3nc4ccccc4o3)c2)cnn1C1CCNCC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15612",
"routeId": "sa_084c78e54211fb8682a25343",
"moleculeId": "sa_649a64ba14a3b7b3869594a7",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_649a64ba14a3b7b3869594a7",
"inchikey": "IFNNGUAEUPWJKF-UHFFFAOYSA-N",
"smiles": "Cc1c(-c2cnc(N)c(-c3nc4ccccc4o3)c2)cnn1C1CCNCC1"
},
"smiles": "Cc1c(-c2cnc(N)c(-c3nc4ccccc4o3)c2)cnn1C1CCNCC1",
"reactionStepId": "sa_9a0fe925e6c0ee209ef68d90",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090118305A1;0964;700998\",\"rsmi\":\"CC(C)(C)OC(=O)[N:26]1[CH2:25][CH2:24][CH:23]([n:22]2[c:2]([CH3:1])[c:3](-[c:4]3[cH:5][n:6][c:7]([NH2:8])[c:9](-[c:10]4[n:11][c:12]5[c:13]([cH:14][cH:15][cH:16][cH:17]5)[o:18]4)[cH:19]3)[cH:20][n:21]2)[CH2:28][CH2:27]1>ClCCl>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][n:6][c:7]([NH2:8])[c:9](-[c:10]3[n:11][c:12]4[c:13]([cH:14][cH:15][cH:16][cH:17]4)[o:18]3)[cH:19]2)[cH:20][n:21][n:22]1[CH:23]1[CH2:24][CH2:25][NH:26][CH2:27][CH2:28]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:26]1[CH2:25][CH2:24][CH:23]([n:22]2[c:2]([CH3:1])[c:3](-[c:4]3[cH:5][n:6][c:7]([NH2:8])[c:9](-[c:10]4[n:11][c:12]5[c:13]([cH:14][cH:15][cH:16][cH:17]5)[o:18]4)[cH:19]3)[cH:20][n:21]2)[CH2:28][CH2:27]1>ClCCl>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][n:6][c:7]([NH2:8])[c:9](-[c:10]3[n:11][c:12]4[c:13]([cH:14][cH:15][cH:16][cH:17]4)[o:18]3)[cH:19]2)[cH:20][n:21][n:22]1[CH:23]1[CH2:24][CH2:25][NH:26][CH2:27][CH2:28]1\"}",
"reactionStep": {
"id": "sa_9a0fe925e6c0ee209ef68d90",
"reactionHash": "61ef0145c6a5dfe991fe8e89ca44c398b3e048e05b5290678ab347df79d92ea4"
},
"children": [
{
"id": "15613",
"routeId": "sa_084c78e54211fb8682a25343",
"moleculeId": "sa_d60a5f25359c0872990f968f",
"parentId": "15612",
"isLeaf": false,
"molecule": {
"id": "sa_d60a5f25359c0872990f968f",
"inchikey": "ZEVXOFRHDAZKCZ-UHFFFAOYSA-N",
"smiles": "Cc1c(-c2cnc(N)c(-c3nc4ccccc4o3)c2)cnn1C1CCN(C(=O)OC(C)(C)C)CC1"
},
"smiles": "Cc1c(-c2cnc(N)c(-c3nc4ccccc4o3)c2)cnn1C1CCN(C(=O)OC(C)(C)C)CC1",
"reactionStepId": "sa_e14bb87c8b4ede5e06cd3513",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090118305A1;0964;700997\",\"rsmi\":\"Br[c:3]1[c:2]([CH3:1])[n:22]([CH:23]2[CH2:24][CH2:25][N:26]([C:27](=[O:28])[O:29][C:30]([CH3:31])([CH3:32])[CH3:33])[CH2:34][CH2:35]2)[n:21][cH:20]1.CC1(C)OB([c:4]2[cH:5][c:6](-[c:7]3[n:8][c:9]4[c:10]([cH:11][cH:12][cH:13][cH:14]4)[o:15]3)[c:16]([NH2:17])[n:18][cH:19]2)OC1(C)C>C1CCC(P(C2CCCCC2)C2CCCCC2)CC1.C1COCCO1.O.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=P(O)(O)O.[K+].[K+].[K+].[Pd].[Pd]>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][c:6](-[c:7]3[n:8][c:9]4[c:10]([cH:11][cH:12][cH:13][cH:14]4)[o:15]3)[c:16]([NH2:17])[n:18][cH:19]2)[cH:20][n:21][n:22]1[CH:23]1[CH2:24][CH2:25][N:26]([C:27](=[O:28])[O:29][C:30]([CH3:31])([CH3:32])[CH3:33])[CH2:34][CH2:35]1\"},\"mapped_reaction_smiles\":\"Br[c:3]1[c:2]([CH3:1])[n:22]([CH:23]2[CH2:24][CH2:25][N:26]([C:27](=[O:28])[O:29][C:30]([CH3:31])([CH3:32])[CH3:33])[CH2:34][CH2:35]2)[n:21][cH:20]1.CC1(C)OB([c:4]2[cH:5][c:6](-[c:7]3[n:8][c:9]4[c:10]([cH:11][cH:12][cH:13][cH:14]4)[o:15]3)[c:16]([NH2:17])[n:18][cH:19]2)OC1(C)C>C1CCC(P(C2CCCCC2)C2CCCCC2)CC1.C1COCCO1.O.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=P(O)(O)O.[K+].[K+].[K+].[Pd].[Pd]>[CH3:1][c:2]1[c:3](-[c:4]2[cH:5][c:6](-[c:7]3[n:8][c:9]4[c:10]([cH:11][cH:12][cH:13][cH:14]4)[o:15]3)[c:16]([NH2:17])[n:18][cH:19]2)[cH:20][n:21][n:22]1[CH:23]1[CH2:24][CH2:25][N:26]([C:27](=[O:28])[O:29][C:30]([CH3:31])([CH3:32])[CH3:33])[CH2:34][CH2:35]1\"}",
"reactionStep": {
"id": "sa_e14bb87c8b4ede5e06cd3513",
"reactionHash": "17661c749242904037d334096f4e07b98ff90445b617f25bf46ca7243e2f270e"
},
"children": [
{
"id": "15614",
"routeId": "sa_084c78e54211fb8682a25343",
"moleculeId": "sa_3068160d36874fbd36324c9f",
"parentId": "15613",
"isLeaf": true,
"molecule": {
"id": "sa_3068160d36874fbd36324c9f",
"inchikey": "CMZCIVZMQCWOEK-UHFFFAOYSA-N",
"smiles": "Cc1c(Br)cnn1C1CCN(C(=O)OC(C)(C)C)CC1"
},
"smiles": "Cc1c(Br)cnn1C1CCN(C(=O)OC(C)(C)C)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15615",
"routeId": "sa_084c78e54211fb8682a25343",
"moleculeId": "sa_ed3f7cbc7a0ffffb204be817",
"parentId": "15613",
"isLeaf": false,
"molecule": {
"id": "sa_ed3f7cbc7a0ffffb204be817",
"inchikey": "XBCALGNHBREPKF-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(c2cnc(N)c(-c3nc4ccccc4o3)c2)OC1(C)C"
},
"smiles": "CC1(C)OB(c2cnc(N)c(-c3nc4ccccc4o3)c2)OC1(C)C",
"reactionStepId": "sa_f34ae21fc28d9479aacc470f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090118305A1;0956;700993\",\"rsmi\":\"Br[c:6]1[cH:7][n:8][c:9]([NH2:10])[c:11](-[c:12]2[n:13][c:14]3[c:15]([cH:16][cH:17][cH:18][cH:19]3)[o:20]2)[cH:21]1.CC1(C)OB([B:5]2[O:4][C:2]([CH3:1])([CH3:3])[C:23]([CH3:24])([CH3:25])[O:22]2)OC1(C)C>C1COCCO1.CC(=O)O.CCOC(C)=O.ClC(Cl)Cl.ClCCl.Cl[Pd]Cl.[Fe+2].[K+]>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([c:6]2[cH:7][n:8][c:9]([NH2:10])[c:11](-[c:12]3[n:13][c:14]4[c:15]([cH:16][cH:17][cH:18][cH:19]4)[o:20]3)[cH:21]2)[O:22][C:23]1([CH3:24])[CH3:25]\"},\"mapped_reaction_smiles\":\"Br[c:6]1[cH:7][n:8][c:9]([NH2:10])[c:11](-[c:12]2[n:13][c:14]3[c:15]([cH:16][cH:17][cH:18][cH:19]3)[o:20]2)[cH:21]1.CC1(C)OB([B:5]2[O:4][C:2]([CH3:1])([CH3:3])[C:23]([CH3:24])([CH3:25])[O:22]2)OC1(C)C>C1COCCO1.CC(=O)O.CCOC(C)=O.ClC(Cl)Cl.ClCCl.Cl[Pd]Cl.[Fe+2].[K+]>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([c:6]2[cH:7][n:8][c:9]([NH2:10])[c:11](-[c:12]3[n:13][c:14]4[c:15]([cH:16][cH:17][cH:18][cH:19]4)[o:20]3)[cH:21]2)[O:22][C:23]1([CH3:24])[CH3:25]\"}",
"reactionStep": {
"id": "sa_f34ae21fc28d9479aacc470f",
"reactionHash": "945b105ff5024ccce7175a45e9835b112c92d696d2c2c2c8b613ba911e1b930d"
},
"children": [
{
"id": "15616",
"routeId": "sa_084c78e54211fb8682a25343",
"moleculeId": "sa_e6c301388ac142801d4af5a2",
"parentId": "15615",
"isLeaf": true,
"molecule": {
"id": "sa_e6c301388ac142801d4af5a2",
"inchikey": "IPWKHHSGDUIRAH-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C"
},
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15617",
"routeId": "sa_084c78e54211fb8682a25343",
"moleculeId": "sa_cc61104333fc30c5bc2d7160",
"parentId": "15615",
"isLeaf": true,
"molecule": {
"id": "sa_cc61104333fc30c5bc2d7160",
"inchikey": "UWMNHTZMVCKAIR-UHFFFAOYSA-N",
"smiles": "Nc1ncc(Br)cc1-c1nc2ccccc2o1"
},
"smiles": "Nc1ncc(Br)cc1-c1nc2ccccc2o1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}