Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC[C@H](N)C(=O)NCCCc1cc2ccccc2n1C
InChiKey
NENJTDLNEIPYPB-AWEZNQCLSA-N
Route Signature
0034c2889282d4e01f523fce5a04c251087d270eeccd28fb8171aa324a23d34f
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_2ff9d8a90834d988c17c20b4",
"signature": "0034c2889282d4e01f523fce5a04c251087d270eeccd28fb8171aa324a23d34f",
"contentHash": "1f8928c261ac84c8c0d35bd65835fbe199202f5fe5dd2b789edffc42b14dcb07",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_69e84c1fe6248696e367c320",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00709",
"moleculeId": "sa_467e47cc4d293a0d9ff35734",
"smiles": "CC[C@H](N)C(=O)NCCCc1cc2ccccc2n1C",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_467e47cc4d293a0d9ff35734",
"inchikey": "NENJTDLNEIPYPB-AWEZNQCLSA-N",
"smiles": "CC[C@H](N)C(=O)NCCCc1cc2ccccc2n1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "4715",
"routeId": "sa_2ff9d8a90834d988c17c20b4",
"moleculeId": "sa_467e47cc4d293a0d9ff35734",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_467e47cc4d293a0d9ff35734",
"inchikey": "NENJTDLNEIPYPB-AWEZNQCLSA-N",
"smiles": "CC[C@H](N)C(=O)NCCCc1cc2ccccc2n1C"
},
"smiles": "CC[C@H](N)C(=O)NCCCc1cc2ccccc2n1C",
"reactionStepId": "sa_64a04d9939f137ef20f86920",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110152321A1;0231;1073427\",\"rsmi\":\"O=C(C(F)(F)F)[NH:4][C@@H:3]([CH2:2][CH3:1])[C:5](=[O:6])[NH:7][CH2:8][CH2:9][CH2:10][c:11]1[cH:12][c:13]2[cH:14][cH:15][cH:16][cH:17][c:18]2[n:19]1[CH3:20]>C1CCOC1.CO.ClCCl.[Na+].O>[CH3:1][CH2:2][C@H:3]([NH2:4])[C:5](=[O:6])[NH:7][CH2:8][CH2:9][CH2:10][c:11]1[cH:12][c:13]2[cH:14][cH:15][cH:16][cH:17][c:18]2[n:19]1[CH3:20]\"},\"mapped_reaction_smiles\":\"O=C(C(F)(F)F)[NH:4][C@@H:3]([CH2:2][CH3:1])[C:5](=[O:6])[NH:7][CH2:8][CH2:9][CH2:10][c:11]1[cH:12][c:13]2[cH:14][cH:15][cH:16][cH:17][c:18]2[n:19]1[CH3:20]>C1CCOC1.CO.ClCCl.[Na+].O>[CH3:1][CH2:2][C@H:3]([NH2:4])[C:5](=[O:6])[NH:7][CH2:8][CH2:9][CH2:10][c:11]1[cH:12][c:13]2[cH:14][cH:15][cH:16][cH:17][c:18]2[n:19]1[CH3:20]\"}",
"reactionStep": {
"id": "sa_64a04d9939f137ef20f86920",
"reactionHash": "af4a32a75199a1e3a49c79879a0d589a68a0d372e4b7d224336009cb303317cf"
},
"children": [
{
"id": "4716",
"routeId": "sa_2ff9d8a90834d988c17c20b4",
"moleculeId": "sa_7f7c8cfc2f921b90320aa664",
"parentId": "4715",
"isLeaf": false,
"molecule": {
"id": "sa_7f7c8cfc2f921b90320aa664",
"inchikey": "BQRIRDSKYJXGIW-AWEZNQCLSA-N",
"smiles": "CC[C@H](NC(=O)C(F)(F)F)C(=O)NCCCc1cc2ccccc2n1C"
},
"smiles": "CC[C@H](NC(=O)C(F)(F)F)C(=O)NCCCc1cc2ccccc2n1C",
"reactionStepId": "sa_ca5f44ede7593832e648abe2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110152321A1;0230;1073426\",\"rsmi\":\"I[CH3:26].[CH3:1][CH2:2][C@H:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[C:11](=[O:12])[NH:13][CH2:14][CH2:15][CH2:16][c:17]1[cH:18][c:19]2[cH:20][cH:21][cH:22][cH:23][c:24]2[nH:25]1>CN(C)C=O.[HH].[Na+]>[CH3:1][CH2:2][C@H:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[C:11](=[O:12])[NH:13][CH2:14][CH2:15][CH2:16][c:17]1[cH:18][c:19]2[cH:20][cH:21][cH:22][cH:23][c:24]2[n:25]1[CH3:26]\"},\"mapped_reaction_smiles\":\"I[CH3:26].[CH3:1][CH2:2][C@H:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[C:11](=[O:12])[NH:13][CH2:14][CH2:15][CH2:16][c:17]1[cH:18][c:19]2[cH:20][cH:21][cH:22][cH:23][c:24]2[nH:25]1>CN(C)C=O.[HH].[Na+]>[CH3:1][CH2:2][C@H:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[C:11](=[O:12])[NH:13][CH2:14][CH2:15][CH2:16][c:17]1[cH:18][c:19]2[cH:20][cH:21][cH:22][cH:23][c:24]2[n:25]1[CH3:26]\"}",
"reactionStep": {
"id": "sa_ca5f44ede7593832e648abe2",
"reactionHash": "92fa0d2e31d4009279308e967ce6dc053c6cea0bbda7ee7623ee6339694186a2"
},
"children": [
{
"id": "4717",
"routeId": "sa_2ff9d8a90834d988c17c20b4",
"moleculeId": "sa_b9d3c9ebfb3937ee1a49dbc3",
"parentId": "4716",
"isLeaf": false,
"molecule": {
"id": "sa_b9d3c9ebfb3937ee1a49dbc3",
"inchikey": "DUIDPYCNFUYEPZ-ZDUSSCGKSA-N",
"smiles": "CC[C@H](NC(=O)C(F)(F)F)C(=O)NCCCc1cc2ccccc2[nH]1"
},
"smiles": "CC[C@H](NC(=O)C(F)(F)F)C(=O)NCCCc1cc2ccccc2[nH]1",
"reactionStepId": "sa_f2fe19241d75b1399dcbe3e9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110152321A1;0227;1073424\",\"rsmi\":\"[CH3:1][CH2:2][C@H:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[C:11](=[O:12])[NH:13][CH2:14][CH2:15][CH2:16][C:17]#[C:18][c:19]1[cH:20][cH:21][cH:22][cH:23][c:24]1[NH2:25]>CN(C)C=O.Cl[Pd]Cl.N#Cc1ccccc1.N#Cc1ccccc1>[CH3:1][CH2:2][C@H:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[C:11](=[O:12])[NH:13][CH2:14][CH2:15][CH2:16][c:17]1[cH:18][c:19]2[cH:20][cH:21][cH:22][cH:23][c:24]2[nH:25]1\"},\"mapped_reaction_smiles\":\"[CH3:1][CH2:2][C@H:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[C:11](=[O:12])[NH:13][CH2:14][CH2:15][CH2:16][C:17]#[C:18][c:19]1[cH:20][cH:21][cH:22][cH:23][c:24]1[NH2:25]>CN(C)C=O.Cl[Pd]Cl.N#Cc1ccccc1.N#Cc1ccccc1>[CH3:1][CH2:2][C@H:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[C:11](=[O:12])[NH:13][CH2:14][CH2:15][CH2:16][c:17]1[cH:18][c:19]2[cH:20][cH:21][cH:22][cH:23][c:24]2[nH:25]1\"}",
"reactionStep": {
"id": "sa_f2fe19241d75b1399dcbe3e9",
"reactionHash": "7bb6f8a5795ccc4038cc818a77faa52d31793110716993c4a4302cfa710c653c"
},
"children": [
{
"id": "4718",
"routeId": "sa_2ff9d8a90834d988c17c20b4",
"moleculeId": "sa_281a3dd4f0dc47fdf211efac",
"parentId": "4717",
"isLeaf": false,
"molecule": {
"id": "sa_281a3dd4f0dc47fdf211efac",
"inchikey": "XLDJIHHLMWWPJF-AWEZNQCLSA-N",
"smiles": "CC[C@H](NC(=O)C(F)(F)F)C(=O)NCCCC#Cc1ccccc1N"
},
"smiles": "CC[C@H](NC(=O)C(F)(F)F)C(=O)NCCCC#Cc1ccccc1N",
"reactionStepId": "sa_7fbc3fd1a2a680ba5d1f236e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110152321A1;0226;1073423\",\"rsmi\":\"I[c:19]1[c:20]([NH2:21])[cH:22][cH:23][cH:24][cH:25]1.[CH3:1][CH2:2][C@H:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[C:11](=[O:12])[NH:13][CH2:14][CH2:15][CH2:16][C:17]#[CH:18]>CCNCC.I[Cu]I>[CH3:1][CH2:2][C@H:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[C:11](=[O:12])[NH:13][CH2:14][CH2:15][CH2:16][C:17]#[C:18][c:19]1[c:20]([NH2:21])[cH:22][cH:23][cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"I[c:19]1[c:20]([NH2:21])[cH:22][cH:23][cH:24][cH:25]1.[CH3:1][CH2:2][C@H:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[C:11](=[O:12])[NH:13][CH2:14][CH2:15][CH2:16][C:17]#[CH:18]>CCNCC.I[Cu]I>[CH3:1][CH2:2][C@H:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[C:11](=[O:12])[NH:13][CH2:14][CH2:15][CH2:16][C:17]#[C:18][c:19]1[c:20]([NH2:21])[cH:22][cH:23][cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_7fbc3fd1a2a680ba5d1f236e",
"reactionHash": "144e734d7d8db68ee56e62f71864e8d180ab5cb36d37440aa6b315cec7adab93"
},
"children": [
{
"id": "4719",
"routeId": "sa_2ff9d8a90834d988c17c20b4",
"moleculeId": "sa_ccb8160d1fccf60f36b3d78b",
"parentId": "4718",
"isLeaf": true,
"molecule": {
"id": "sa_ccb8160d1fccf60f36b3d78b",
"inchikey": "UBPDKIDWEADHPP-UHFFFAOYSA-N",
"smiles": "Nc1ccccc1I"
},
"smiles": "Nc1ccccc1I",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4720",
"routeId": "sa_2ff9d8a90834d988c17c20b4",
"moleculeId": "sa_8f99304f17217629b07eaadd",
"parentId": "4718",
"isLeaf": false,
"molecule": {
"id": "sa_8f99304f17217629b07eaadd",
"inchikey": "XMISYRDEBVFJHQ-QMMMGPOBSA-N",
"smiles": "C#CCCCNC(=O)[C@H](CC)NC(=O)C(F)(F)F"
},
"smiles": "C#CCCCNC(=O)[C@H](CC)NC(=O)C(F)(F)F",
"reactionStepId": "sa_c44d2501d06b90cca9bb55b2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110152321A1;0225;1073422\",\"rsmi\":\"O[C:7](=[O:8])[C@H:9]([CH2:10][CH3:11])[NH:12][C:13](=[O:14])[C:15]([F:16])([F:17])[F:18].[CH:1]#[C:2][CH2:3][CH2:4][CH2:5][NH2:6]>CCN(CC)CC.CCN=C=NCCCN(C)C.CN(C)C=O.CN(C)c1ccncc1.Cl.O.On1nnc2ccccc21>[CH:1]#[C:2][CH2:3][CH2:4][CH2:5][NH:6][C:7](=[O:8])[C@H:9]([CH2:10][CH3:11])[NH:12][C:13](=[O:14])[C:15]([F:16])([F:17])[F:18]\"},\"mapped_reaction_smiles\":\"O[C:7](=[O:8])[C@H:9]([CH2:10][CH3:11])[NH:12][C:13](=[O:14])[C:15]([F:16])([F:17])[F:18].[CH:1]#[C:2][CH2:3][CH2:4][CH2:5][NH2:6]>CCN(CC)CC.CCN=C=NCCCN(C)C.CN(C)C=O.CN(C)c1ccncc1.Cl.O.On1nnc2ccccc21>[CH:1]#[C:2][CH2:3][CH2:4][CH2:5][NH:6][C:7](=[O:8])[C@H:9]([CH2:10][CH3:11])[NH:12][C:13](=[O:14])[C:15]([F:16])([F:17])[F:18]\"}",
"reactionStep": {
"id": "sa_c44d2501d06b90cca9bb55b2",
"reactionHash": "fcf45064073c4658ea5df07df03b3aecda4417372e22debc3b2000730f2f14da"
},
"children": [
{
"id": "4721",
"routeId": "sa_2ff9d8a90834d988c17c20b4",
"moleculeId": "sa_78de7912628d6b3e60d45f17",
"parentId": "4720",
"isLeaf": true,
"molecule": {
"id": "sa_78de7912628d6b3e60d45f17",
"inchikey": "LMDDPGHBJXJGAC-UHFFFAOYSA-N",
"smiles": "C#CCCCN"
},
"smiles": "C#CCCCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4722",
"routeId": "sa_2ff9d8a90834d988c17c20b4",
"moleculeId": "sa_5de48e3dc0a512e362a9bfe3",
"parentId": "4720",
"isLeaf": false,
"molecule": {
"id": "sa_5de48e3dc0a512e362a9bfe3",
"inchikey": "PEHBBHOVUUQKHN-VKHMYHEASA-N",
"smiles": "CC[C@H](NC(=O)C(F)(F)F)C(=O)O"
},
"smiles": "CC[C@H](NC(=O)C(F)(F)F)C(=O)O",
"reactionStepId": "sa_e7727d719b4804044b0b40a9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110152321A1;0224;1073421\",\"rsmi\":\"O=C(O[C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])C(F)(F)F.[CH3:1][CH2:2][C@H:3]([NH2:4])[C:11](=[O:12])[OH:13]>ClCCl>[CH3:1][CH2:2][C@H:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[C:11](=[O:12])[OH:13]\"},\"mapped_reaction_smiles\":\"O=C(O[C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])C(F)(F)F.[CH3:1][CH2:2][C@H:3]([NH2:4])[C:11](=[O:12])[OH:13]>ClCCl>[CH3:1][CH2:2][C@H:3]([NH:4][C:5](=[O:6])[C:7]([F:8])([F:9])[F:10])[C:11](=[O:12])[OH:13]\"}",
"reactionStep": {
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"reactionHash": "1fe2b8e6c2a17fd6784538609e5440868e914df73a50ab198c91367bd20f9c6c"
},
"children": [
{
"id": "4723",
"routeId": "sa_2ff9d8a90834d988c17c20b4",
"moleculeId": "sa_13aba86a4bd7dae65951b1c5",
"parentId": "4722",
"isLeaf": true,
"molecule": {
"id": "sa_13aba86a4bd7dae65951b1c5",
"inchikey": "QAEDZJGFFMLHHQ-UHFFFAOYSA-N",
"smiles": "O=C(OC(=O)C(F)(F)F)C(F)(F)F"
},
"smiles": "O=C(OC(=O)C(F)(F)F)C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4724",
"routeId": "sa_2ff9d8a90834d988c17c20b4",
"moleculeId": "sa_3d5fbb8e602650c7861d7c76",
"parentId": "4722",
"isLeaf": true,
"molecule": {
"id": "sa_3d5fbb8e602650c7861d7c76",
"inchikey": "QWCKQJZIFLGMSD-VKHMYHEASA-N",
"smiles": "CC[C@H](N)C(=O)O"
},
"smiles": "CC[C@H](N)C(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
}
]
}
]
}
]
},
{
"id": "4725",
"routeId": "sa_2ff9d8a90834d988c17c20b4",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "4716",
"isLeaf": true,
"molecule": {
"id": "sa_82fdccf7d1cc329c9db73f21",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}