Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOC(=O)CC(CCCC(=O)CCc1ccc2c(n1)NCCC2)c1cnc(C)nc1
InChiKey
GMFSJAFTNDGATK-UHFFFAOYSA-N
Route Signature
08b5a17caf77c5c7f19eea8d39534eee9d5cc812233367459dd84c9d2b86f97a
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_225562ad1e8766536715a9e6",
"signature": "08b5a17caf77c5c7f19eea8d39534eee9d5cc812233367459dd84c9d2b86f97a",
"contentHash": "dcdfedcfef168cd4265f4084500d25555fa0006e88864482b1bf8c7cfc212eda",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_a5d9c89ba6b0ba3abf2eff5b",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-09957",
"moleculeId": "sa_8c3d96eeb34b58694a3a3663",
"smiles": "CCOC(=O)CC(CCCC(=O)CCc1ccc2c(n1)NCCC2)c1cnc(C)nc1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_8c3d96eeb34b58694a3a3663",
"inchikey": "GMFSJAFTNDGATK-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC(CCCC(=O)CCc1ccc2c(n1)NCCC2)c1cnc(C)nc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12096",
"routeId": "sa_225562ad1e8766536715a9e6",
"moleculeId": "sa_8c3d96eeb34b58694a3a3663",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8c3d96eeb34b58694a3a3663",
"inchikey": "GMFSJAFTNDGATK-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC(CCCC(=O)CCc1ccc2c(n1)NCCC2)c1cnc(C)nc1"
},
"smiles": "CCOC(=O)CC(CCCC(=O)CCc1ccc2c(n1)NCCC2)c1cnc(C)nc1",
"reactionStepId": "sa_a9fd5afb2fbc5a39cc9784dd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040038963A1;0462;134129\",\"rsmi\":\"[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH:7]([CH2:8][CH:9]=[CH:10][C:11](=[O:12])[CH2:13][CH2:14][c:15]1[n:16][c:17]2[c:18]([cH:19][cH:20]1)[CH2:21][CH2:22][CH2:23][NH:24]2)[c:25]1[cH:26][n:27][c:28]([CH3:29])[n:30][cH:31]1>C.CCO.[H][H].[Pd]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH:7]([CH2:8][CH2:9][CH2:10][C:11](=[O:12])[CH2:13][CH2:14][c:15]1[n:16][c:17]2[c:18]([cH:19][cH:20]1)[CH2:21][CH2:22][CH2:23][NH:24]2)[c:25]1[cH:26][n:27][c:28]([CH3:29])[n:30][cH:31]1\"},\"mapped_reaction_smiles\":\"[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH:7]([CH2:8][CH:9]=[CH:10][C:11](=[O:12])[CH2:13][CH2:14][c:15]1[n:16][c:17]2[c:18]([cH:19][cH:20]1)[CH2:21][CH2:22][CH2:23][NH:24]2)[c:25]1[cH:26][n:27][c:28]([CH3:29])[n:30][cH:31]1>C.CCO.[H][H].[Pd]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH:7]([CH2:8][CH2:9][CH2:10][C:11](=[O:12])[CH2:13][CH2:14][c:15]1[n:16][c:17]2[c:18]([cH:19][cH:20]1)[CH2:21][CH2:22][CH2:23][NH:24]2)[c:25]1[cH:26][n:27][c:28]([CH3:29])[n:30][cH:31]1\"}",
"reactionStep": {
"id": "sa_a9fd5afb2fbc5a39cc9784dd",
"reactionHash": "a0cc1ee8c483872c6c400dc241c23475366ace734d3354ad67331136140029a7"
},
"children": [
{
"id": "12097",
"routeId": "sa_225562ad1e8766536715a9e6",
"moleculeId": "sa_151feaa7fa0f5c17274d4237",
"parentId": "12096",
"isLeaf": false,
"molecule": {
"id": "sa_151feaa7fa0f5c17274d4237",
"inchikey": "WOQIBPOONJBXHP-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC(CC=CC(=O)CCc1ccc2c(n1)NCCC2)c1cnc(C)nc1"
},
"smiles": "CCOC(=O)CC(CC=CC(=O)CCc1ccc2c(n1)NCCC2)c1cnc(C)nc1",
"reactionStepId": "sa_e1aac19f0cdda927bb17033f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040038963A1;0458;134128\",\"rsmi\":\"COP(=O)(OC)[CH2:10][C:11](=[O:12])[CH2:13][CH2:14][c:15]1[n:16][c:17]2[c:18]([cH:19][cH:20]1)[CH2:21][CH2:22][CH2:23][NH:24]2.O=[CH:9][CH2:8][CH:7]([CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:25]1[cH:26][n:27][c:28]([CH3:29])[n:30][cH:31]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH:7]([CH2:8][CH:9]=[CH:10][C:11](=[O:12])[CH2:13][CH2:14][c:15]1[n:16][c:17]2[c:18]([cH:19][cH:20]1)[CH2:21][CH2:22][CH2:23][NH:24]2)[c:25]1[cH:26][n:27][c:28]([CH3:29])[n:30][cH:31]1\"},\"mapped_reaction_smiles\":\"COP(=O)(OC)[CH2:10][C:11](=[O:12])[CH2:13][CH2:14][c:15]1[n:16][c:17]2[c:18]([cH:19][cH:20]1)[CH2:21][CH2:22][CH2:23][NH:24]2.O=[CH:9][CH2:8][CH:7]([CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:25]1[cH:26][n:27][c:28]([CH3:29])[n:30][cH:31]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH:7]([CH2:8][CH:9]=[CH:10][C:11](=[O:12])[CH2:13][CH2:14][c:15]1[n:16][c:17]2[c:18]([cH:19][cH:20]1)[CH2:21][CH2:22][CH2:23][NH:24]2)[c:25]1[cH:26][n:27][c:28]([CH3:29])[n:30][cH:31]1\"}",
"reactionStep": {
"id": "sa_e1aac19f0cdda927bb17033f",
"reactionHash": "1a7c0ea5ee7966497977032c47479216a482812772565ba5e37d5432f1960f83"
},
"children": [
{
"id": "12098",
"routeId": "sa_225562ad1e8766536715a9e6",
"moleculeId": "sa_cdb77135f5aa912bada2fd52",
"parentId": "12097",
"isLeaf": false,
"molecule": {
"id": "sa_cdb77135f5aa912bada2fd52",
"inchikey": "MXVKGTCMIWSVOC-UHFFFAOYSA-N",
"smiles": "COP(=O)(CC(=O)CCc1ccc2c(n1)NCCC2)OC"
},
"smiles": "COP(=O)(CC(=O)CCc1ccc2c(n1)NCCC2)OC",
"reactionStepId": "sa_26741832c8eef8153c9a2787",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040038963A1;0454;134127\",\"rsmi\":\"CCO[C:6](=[O:7])[CH2:8][CH2:9][c:10]1[n:11][c:12]2[c:13]([cH:14][cH:15]1)[CH2:16][CH2:17][CH2:18][NH:19]2.[CH3:1][O:2][P:3](=[O:4])([CH3:5])[O:20][CH3:21]>C1CCOC1.[Li]CCCC>[CH3:1][O:2][P:3](=[O:4])([CH2:5][C:6](=[O:7])[CH2:8][CH2:9][c:10]1[n:11][c:12]2[c:13]([cH:14][cH:15]1)[CH2:16][CH2:17][CH2:18][NH:19]2)[O:20][CH3:21]\"},\"mapped_reaction_smiles\":\"CCO[C:6](=[O:7])[CH2:8][CH2:9][c:10]1[n:11][c:12]2[c:13]([cH:14][cH:15]1)[CH2:16][CH2:17][CH2:18][NH:19]2.[CH3:1][O:2][P:3](=[O:4])([CH3:5])[O:20][CH3:21]>C1CCOC1.[Li]CCCC>[CH3:1][O:2][P:3](=[O:4])([CH2:5][C:6](=[O:7])[CH2:8][CH2:9][c:10]1[n:11][c:12]2[c:13]([cH:14][cH:15]1)[CH2:16][CH2:17][CH2:18][NH:19]2)[O:20][CH3:21]\"}",
"reactionStep": {
"id": "sa_26741832c8eef8153c9a2787",
"reactionHash": "4ae88d5cd857569af375012209c754773cb60dd94d6ee4db35d63bc7b5caa2a3"
},
"children": [
{
"id": "12099",
"routeId": "sa_225562ad1e8766536715a9e6",
"moleculeId": "sa_357646034f36c14e979b5054",
"parentId": "12098",
"isLeaf": true,
"molecule": {
"id": "sa_357646034f36c14e979b5054",
"inchikey": "IFVFWRBRBWRJFJ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCc1ccc2c(n1)NCCC2"
},
"smiles": "CCOC(=O)CCc1ccc2c(n1)NCCC2",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12100",
"routeId": "sa_225562ad1e8766536715a9e6",
"moleculeId": "sa_cffd41cdaad58277752ad8dc",
"parentId": "12098",
"isLeaf": true,
"molecule": {
"id": "sa_cffd41cdaad58277752ad8dc",
"inchikey": "VONWDASPFIQPDY-UHFFFAOYSA-N",
"smiles": "COP(C)(=O)OC"
},
"smiles": "COP(C)(=O)OC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "12101",
"routeId": "sa_225562ad1e8766536715a9e6",
"moleculeId": "sa_50e7bdc16e59b56711eec36b",
"parentId": "12097",
"isLeaf": false,
"molecule": {
"id": "sa_50e7bdc16e59b56711eec36b",
"inchikey": "OETOOQXZYYCZLF-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC(CC=O)c1cnc(C)nc1"
},
"smiles": "CCOC(=O)CC(CC=O)c1cnc(C)nc1",
"reactionStepId": "sa_012391df4c5cc15d42a87706",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040038963A1;0442;134124\",\"rsmi\":\"[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH:7]([CH2:8][CH2:9][OH:10])[c:11]1[cH:12][n:13][c:14]([CH3:15])[n:16][cH:17]1>CCN(CC)CC.CS(C)=O.ClCCl.O=C(Cl)C(=O)Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH:7]([CH2:8][CH:9]=[O:10])[c:11]1[cH:12][n:13][c:14]([CH3:15])[n:16][cH:17]1\"},\"mapped_reaction_smiles\":\"[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH:7]([CH2:8][CH2:9][OH:10])[c:11]1[cH:12][n:13][c:14]([CH3:15])[n:16][cH:17]1>CCN(CC)CC.CS(C)=O.ClCCl.O=C(Cl)C(=O)Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH:7]([CH2:8][CH:9]=[O:10])[c:11]1[cH:12][n:13][c:14]([CH3:15])[n:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_012391df4c5cc15d42a87706",
"reactionHash": "298eaaa931b7c022b9d3b58d05600983badb39b4895cd7b9d6287606233fcd1a"
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"children": [
{
"id": "12102",
"routeId": "sa_225562ad1e8766536715a9e6",
"moleculeId": "sa_902169e5b84adacbf81ea837",
"parentId": "12101",
"isLeaf": true,
"molecule": {
"id": "sa_902169e5b84adacbf81ea837",
"inchikey": "IGNJZVTWQGTKPL-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC(CCO)c1cnc(C)nc1"
},
"smiles": "CCOC(=O)CC(CCO)c1cnc(C)nc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}