Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN(Cc1cn(C)c2ccccc12)C(=O)/C=C/c1cnc(N)c(CN2CCOCC2)c1
InChiKey
YMFKBVHSNCOBNI-BQYQJAHWSA-N
Route Signature
10528c1156480eff157d0501a3fad8b96be22b7406d819942c4827940bdb175a
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_78825f1d1cdc6b8121778eef",
"signature": "10528c1156480eff157d0501a3fad8b96be22b7406d819942c4827940bdb175a",
"contentHash": "267d110bc9d9d9d8da83122cb5520009967e768fffb4d70889f0f6af588d2265",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_844242373f9187c5b7b7db59",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01143",
"moleculeId": "sa_a0b898e1d05251fd09f487a7",
"smiles": "CN(Cc1cn(C)c2ccccc12)C(=O)/C=C/c1cnc(N)c(CN2CCOCC2)c1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_a0b898e1d05251fd09f487a7",
"inchikey": "YMFKBVHSNCOBNI-BQYQJAHWSA-N",
"smiles": "CN(Cc1cn(C)c2ccccc12)C(=O)/C=C/c1cnc(N)c(CN2CCOCC2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14102",
"routeId": "sa_78825f1d1cdc6b8121778eef",
"moleculeId": "sa_a0b898e1d05251fd09f487a7",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_a0b898e1d05251fd09f487a7",
"inchikey": "YMFKBVHSNCOBNI-BQYQJAHWSA-N",
"smiles": "CN(Cc1cn(C)c2ccccc12)C(=O)/C=C/c1cnc(N)c(CN2CCOCC2)c1"
},
"smiles": "CN(Cc1cn(C)c2ccccc12)C(=O)/C=C/c1cnc(N)c(CN2CCOCC2)c1",
"reactionStepId": "sa_42101b5d8b4725c42a3de776",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120010127A1;1247;1164000\",\"rsmi\":\"Br[c:12]1[cH:13][c:14]([CH2:15][N:16]2[CH2:17][CH2:18][O:19][CH2:20][CH2:21]2)[c:22]([NH2:23])[n:24][cH:25]1.[CH3:1][n:2]1[cH:3][c:4]([CH2:5][N:6]([CH3:7])[C:8](=[O:9])[CH:10]=[CH2:11])[c:26]2[cH:27][cH:28][cH:29][cH:30][c:31]12>C=CC(=O)N(C)Cc1sc2ccccc2c1C.CC1(C)NCc2cc(Br)cnc2NC1=O>[CH3:1][n:2]1[cH:3][c:4]([CH2:5][N:6]([CH3:7])[C:8](=[O:9])/[CH:10]=[CH:11]/[c:12]2[cH:13][c:14]([CH2:15][N:16]3[CH2:17][CH2:18][O:19][CH2:20][CH2:21]3)[c:22]([NH2:23])[n:24][cH:25]2)[c:26]2[cH:27][cH:28][cH:29][cH:30][c:31]12\"},\"mapped_reaction_smiles\":\"Br[c:12]1[cH:13][c:14]([CH2:15][N:16]2[CH2:17][CH2:18][O:19][CH2:20][CH2:21]2)[c:22]([NH2:23])[n:24][cH:25]1.[CH3:1][n:2]1[cH:3][c:4]([CH2:5][N:6]([CH3:7])[C:8](=[O:9])[CH:10]=[CH2:11])[c:26]2[cH:27][cH:28][cH:29][cH:30][c:31]12>C=CC(=O)N(C)Cc1sc2ccccc2c1C.CC1(C)NCc2cc(Br)cnc2NC1=O>[CH3:1][n:2]1[cH:3][c:4]([CH2:5][N:6]([CH3:7])[C:8](=[O:9])/[CH:10]=[CH:11]/[c:12]2[cH:13][c:14]([CH2:15][N:16]3[CH2:17][CH2:18][O:19][CH2:20][CH2:21]3)[c:22]([NH2:23])[n:24][cH:25]2)[c:26]2[cH:27][cH:28][cH:29][cH:30][c:31]12\"}",
"reactionStep": {
"id": "sa_42101b5d8b4725c42a3de776",
"reactionHash": "f99d1cd711b2dcc0cb8c450f77187d8c4d934a24d18a78ac72bd81ca9e9bde9d"
},
"children": [
{
"id": "14103",
"routeId": "sa_78825f1d1cdc6b8121778eef",
"moleculeId": "sa_2a229b386e482fe58641c7f5",
"parentId": "14102",
"isLeaf": false,
"molecule": {
"id": "sa_2a229b386e482fe58641c7f5",
"inchikey": "LLRUMVBDXZMYIS-UHFFFAOYSA-N",
"smiles": "C=CC(=O)N(C)Cc1cn(C)c2ccccc12"
},
"smiles": "C=CC(=O)N(C)Cc1cn(C)c2ccccc12",
"reactionStepId": "sa_02f91953a9cb706036364960",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120010127A1;0875;1163815\",\"rsmi\":\"O[C:3]([CH:2]=[CH2:1])=[O:4].[NH:5]([CH3:6])[CH2:7][c:8]1[cH:9][n:10]([CH3:11])[c:12]2[cH:13][cH:14][cH:15][cH:16][c:17]12>CCCc1c(CNC)ccc2ccccc12.CN1CC(=O)Nc2ncc(/C=C/C(=O)O)cc2C1.Cl>[CH2:1]=[CH:2][C:3](=[O:4])[N:5]([CH3:6])[CH2:7][c:8]1[cH:9][n:10]([CH3:11])[c:12]2[cH:13][cH:14][cH:15][cH:16][c:17]12\"},\"mapped_reaction_smiles\":\"O[C:3]([CH:2]=[CH2:1])=[O:4].[NH:5]([CH3:6])[CH2:7][c:8]1[cH:9][n:10]([CH3:11])[c:12]2[cH:13][cH:14][cH:15][cH:16][c:17]12>CCCc1c(CNC)ccc2ccccc12.CN1CC(=O)Nc2ncc(/C=C/C(=O)O)cc2C1.Cl>[CH2:1]=[CH:2][C:3](=[O:4])[N:5]([CH3:6])[CH2:7][c:8]1[cH:9][n:10]([CH3:11])[c:12]2[cH:13][cH:14][cH:15][cH:16][c:17]12\"}",
"reactionStep": {
"id": "sa_02f91953a9cb706036364960",
"reactionHash": "4189b05309ad85d110be2cb6d8b03ad3e03d4347216b3fd766a1bc54520d632e"
},
"children": [
{
"id": "14104",
"routeId": "sa_78825f1d1cdc6b8121778eef",
"moleculeId": "sa_92d49c14946b37767b75581d",
"parentId": "14103",
"isLeaf": false,
"molecule": {
"id": "sa_92d49c14946b37767b75581d",
"inchikey": "DUPLFXAFPGYVJK-UHFFFAOYSA-N",
"smiles": "CNCc1cn(C)c2ccccc12"
},
"smiles": "CNCc1cn(C)c2ccccc12",
"reactionStepId": "sa_7075adb4a8869d39957a85d6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120010127A1;0680;1163708\",\"rsmi\":\"O=[C:3]([NH:2][CH3:1])[c:4]1[cH:5][n:6]([CH3:7])[c:8]2[cH:9][cH:10][cH:11][cH:12][c:13]12>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][NH:2][CH2:3][c:4]1[cH:5][n:6]([CH3:7])[c:8]2[cH:9][cH:10][cH:11][cH:12][c:13]12\"},\"mapped_reaction_smiles\":\"O=[C:3]([NH:2][CH3:1])[c:4]1[cH:5][n:6]([CH3:7])[c:8]2[cH:9][cH:10][cH:11][cH:12][c:13]12>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][NH:2][CH2:3][c:4]1[cH:5][n:6]([CH3:7])[c:8]2[cH:9][cH:10][cH:11][cH:12][c:13]12\"}",
"reactionStep": {
"id": "sa_7075adb4a8869d39957a85d6",
"reactionHash": "44b24b9b26a4cec584b6b7b36ce7e9fb787c9cd35e320c44c7b05cddbfdbfdca"
},
"children": [
{
"id": "14105",
"routeId": "sa_78825f1d1cdc6b8121778eef",
"moleculeId": "sa_cdfcbcd51fee8b57491670b6",
"parentId": "14104",
"isLeaf": false,
"molecule": {
"id": "sa_cdfcbcd51fee8b57491670b6",
"inchikey": "OHXYWSIWHXTWCT-UHFFFAOYSA-N",
"smiles": "CNC(=O)c1cn(C)c2ccccc12"
},
"smiles": "CNC(=O)c1cn(C)c2ccccc12",
"reactionStepId": "sa_6ab909041a3318d443995caa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120010127A1;0679;1163707\",\"rsmi\":\"CO[C:3](=[O:4])[c:5]1[cH:6][n:7]([CH3:8])[c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]12.[CH3:1][NH2:2]>>[CH3:1][NH:2][C:3](=[O:4])[c:5]1[cH:6][n:7]([CH3:8])[c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]12\"},\"mapped_reaction_smiles\":\"CO[C:3](=[O:4])[c:5]1[cH:6][n:7]([CH3:8])[c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]12.[CH3:1][NH2:2]>>[CH3:1][NH:2][C:3](=[O:4])[c:5]1[cH:6][n:7]([CH3:8])[c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]12\"}",
"reactionStep": {
"id": "sa_6ab909041a3318d443995caa",
"reactionHash": "4d926510e988530f168778a580212cbc79b77ae60018f91792157647f87c23c0"
},
"children": [
{
"id": "14106",
"routeId": "sa_78825f1d1cdc6b8121778eef",
"moleculeId": "sa_e00cdbb7fb9d3ecf114a19d3",
"parentId": "14105",
"isLeaf": true,
"molecule": {
"id": "sa_e00cdbb7fb9d3ecf114a19d3",
"inchikey": "BAVYZALUXZFZLV-UHFFFAOYSA-N",
"smiles": "CN"
},
"smiles": "CN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14107",
"routeId": "sa_78825f1d1cdc6b8121778eef",
"moleculeId": "sa_83516fc06fcb2fd1e8dbc41f",
"parentId": "14105",
"isLeaf": false,
"molecule": {
"id": "sa_83516fc06fcb2fd1e8dbc41f",
"inchikey": "RAIZQIUZLCMHAK-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cn(C)c2ccccc12"
},
"smiles": "COC(=O)c1cn(C)c2ccccc12",
"reactionStepId": "sa_b97ba5cc56ece861a7066993",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120010127A1;0678;1163706\",\"rsmi\":\"I[CH3:8].[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][nH:7][c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]12>CN(C)C=O.O.[HH].[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][n:7]([CH3:8])[c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]12\"},\"mapped_reaction_smiles\":\"I[CH3:8].[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][nH:7][c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]12>CN(C)C=O.O.[HH].[Na+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][n:7]([CH3:8])[c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]12\"}",
"reactionStep": {
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"reactionHash": "cc58a6fb11f87c080cd60794b73e71304a07b4269a7f092a6c5f1f2444e88065"
},
"children": [
{
"id": "14108",
"routeId": "sa_78825f1d1cdc6b8121778eef",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "14107",
"isLeaf": true,
"molecule": {
"id": "sa_82fdccf7d1cc329c9db73f21",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14109",
"routeId": "sa_78825f1d1cdc6b8121778eef",
"moleculeId": "sa_71ecf7a6f0db1d7fc23764bb",
"parentId": "14107",
"isLeaf": true,
"molecule": {
"id": "sa_71ecf7a6f0db1d7fc23764bb",
"inchikey": "QXAUTQFAWKKNLM-UHFFFAOYSA-N",
"smiles": "COC(=O)c1c[nH]c2ccccc12"
},
"smiles": "COC(=O)c1c[nH]c2ccccc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "14110",
"routeId": "sa_78825f1d1cdc6b8121778eef",
"moleculeId": "sa_06cdf489de8f8bb51871956b",
"parentId": "14103",
"isLeaf": true,
"molecule": {
"id": "sa_06cdf489de8f8bb51871956b",
"inchikey": "NIXOWILDQLNWCW-UHFFFAOYSA-N",
"smiles": "C=CC(=O)O"
},
"smiles": "C=CC(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "14111",
"routeId": "sa_78825f1d1cdc6b8121778eef",
"moleculeId": "sa_9e6816d6c7587e45e738cd55",
"parentId": "14102",
"isLeaf": true,
"molecule": {
"id": "sa_9e6816d6c7587e45e738cd55",
"inchikey": "PLSSPYYDKQGZME-UHFFFAOYSA-N",
"smiles": "Nc1ncc(Br)cc1CN1CCOCC1"
},
"smiles": "Nc1ncc(Br)cc1CN1CCOCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}