Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ccc2c(OCCN3CCC(Oc4ccc5c(c4)NC(=O)CC5)CC3)cccc2n1
InChiKey
NVOGCKZGMCDPLB-UHFFFAOYSA-N
Route Signature
f3051f7b05a963ccafd6405f4189748faba6e49245f0bd46d74c678bf6ad8fed
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_464103baf9b6c780b9cd4609",
"signature": "f3051f7b05a963ccafd6405f4189748faba6e49245f0bd46d74c678bf6ad8fed",
"contentHash": "0234acc6f0f9a29d03d9759d031d8e78ec798e42881ba4b8129de5e2e5812317",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_801ec7eab42253b195d3be10",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-07606",
"moleculeId": "sa_dc83e678fda4c23d51263701",
"smiles": "Cc1ccc2c(OCCN3CCC(Oc4ccc5c(c4)NC(=O)CC5)CC3)cccc2n1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_dc83e678fda4c23d51263701",
"inchikey": "NVOGCKZGMCDPLB-UHFFFAOYSA-N",
"smiles": "Cc1ccc2c(OCCN3CCC(Oc4ccc5c(c4)NC(=O)CC5)CC3)cccc2n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "3029",
"routeId": "sa_464103baf9b6c780b9cd4609",
"moleculeId": "sa_dc83e678fda4c23d51263701",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_dc83e678fda4c23d51263701",
"inchikey": "NVOGCKZGMCDPLB-UHFFFAOYSA-N",
"smiles": "Cc1ccc2c(OCCN3CCC(Oc4ccc5c(c4)NC(=O)CC5)CC3)cccc2n1"
},
"smiles": "Cc1ccc2c(OCCN3CCC(Oc4ccc5c(c4)NC(=O)CC5)CC3)cccc2n1",
"reactionStepId": "sa_0e7a2521c84b41fb30c9a0bf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050085458A1;0380;244448\",\"rsmi\":\"Br[CH2:11][CH2:10][O:9][c:8]1[cH:7][cH:6][cH:5][c:4]2[n:3][c:2]([CH3:1])[cH:32][cH:31][c:30]21.[NH:12]1[CH2:13][CH2:14][CH:15]([O:16][c:17]2[cH:18][cH:19][c:20]3[c:26]([cH:27]2)[NH:25][C:23](=[O:24])[CH2:22][CH2:21]3)[CH2:28][CH2:29]1>CC(C)O.CCN(C(C)C)C(C)C>[CH3:1][c:2]1[n:3][c:4]2[cH:5][cH:6][cH:7][c:8]([O:9][CH2:10][CH2:11][N:12]3[CH2:13][CH2:14][CH:15]([O:16][c:17]4[cH:18][cH:19][c:20]5[c:26]([cH:27]4)[NH:25][C:23](=[O:24])[CH2:22][CH2:21]5)[CH2:28][CH2:29]3)[c:30]2[cH:31][cH:32]1\"},\"mapped_reaction_smiles\":\"Br[CH2:11][CH2:10][O:9][c:8]1[cH:7][cH:6][cH:5][c:4]2[n:3][c:2]([CH3:1])[cH:32][cH:31][c:30]21.[NH:12]1[CH2:13][CH2:14][CH:15]([O:16][c:17]2[cH:18][cH:19][c:20]3[c:26]([cH:27]2)[NH:25][C:23](=[O:24])[CH2:22][CH2:21]3)[CH2:28][CH2:29]1>CC(C)O.CCN(C(C)C)C(C)C>[CH3:1][c:2]1[n:3][c:4]2[cH:5][cH:6][cH:7][c:8]([O:9][CH2:10][CH2:11][N:12]3[CH2:13][CH2:14][CH:15]([O:16][c:17]4[cH:18][cH:19][c:20]5[c:26]([cH:27]4)[NH:25][C:23](=[O:24])[CH2:22][CH2:21]5)[CH2:28][CH2:29]3)[c:30]2[cH:31][cH:32]1\"}",
"reactionStep": {
"id": "sa_0e7a2521c84b41fb30c9a0bf",
"reactionHash": "60f806ada8722462ab48a05a716aa09a160f9c4932c42b81861c4d349c055f55"
},
"children": [
{
"id": "3030",
"routeId": "sa_464103baf9b6c780b9cd4609",
"moleculeId": "sa_a4fc46323f6cd8632dc5c37a",
"parentId": "3029",
"isLeaf": false,
"molecule": {
"id": "sa_a4fc46323f6cd8632dc5c37a",
"inchikey": "JAIIDDLFCCFGFM-UHFFFAOYSA-N",
"smiles": "Cc1ccc2c(OCCBr)cccc2n1"
},
"smiles": "Cc1ccc2c(OCCBr)cccc2n1",
"reactionStepId": "sa_f5312acc0400646881697373",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050085458A1;0306;244429\",\"rsmi\":\"Br[CH2:10][CH2:11][Br:12].[CH3:1][c:2]1[n:3][c:4]2[cH:5][cH:6][cH:7][c:8]([OH:9])[c:13]2[cH:14][cH:15]1>>[CH3:1][c:2]1[n:3][c:4]2[cH:5][cH:6][cH:7][c:8]([O:9][CH2:10][CH2:11][Br:12])[c:13]2[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"Br[CH2:10][CH2:11][Br:12].[CH3:1][c:2]1[n:3][c:4]2[cH:5][cH:6][cH:7][c:8]([OH:9])[c:13]2[cH:14][cH:15]1>>[CH3:1][c:2]1[n:3][c:4]2[cH:5][cH:6][cH:7][c:8]([O:9][CH2:10][CH2:11][Br:12])[c:13]2[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_f5312acc0400646881697373",
"reactionHash": "9a1adf69849d1ea8ce264bb1463a9918898b54fc993895b098ee27dfa77f9e5e"
},
"children": [
{
"id": "3031",
"routeId": "sa_464103baf9b6c780b9cd4609",
"moleculeId": "sa_17fe34ec56218f473432e26a",
"parentId": "3030",
"isLeaf": true,
"molecule": {
"id": "sa_17fe34ec56218f473432e26a",
"inchikey": "PAAZPARNPHGIKF-UHFFFAOYSA-N",
"smiles": "BrCCBr"
},
"smiles": "BrCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3032",
"routeId": "sa_464103baf9b6c780b9cd4609",
"moleculeId": "sa_d7c0a2ef3c902b936e08c84b",
"parentId": "3030",
"isLeaf": true,
"molecule": {
"id": "sa_d7c0a2ef3c902b936e08c84b",
"inchikey": "SCDOECQNQZPWAJ-UHFFFAOYSA-N",
"smiles": "Cc1ccc2c(O)cccc2n1"
},
"smiles": "Cc1ccc2c(O)cccc2n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "3033",
"routeId": "sa_464103baf9b6c780b9cd4609",
"moleculeId": "sa_bc2afaab9076eff8f7f5f098",
"parentId": "3029",
"isLeaf": false,
"molecule": {
"id": "sa_bc2afaab9076eff8f7f5f098",
"inchikey": "OPPALDRYWSWMFJ-UHFFFAOYSA-N",
"smiles": "O=C1CCc2ccc(OC3CCNCC3)cc2N1"
},
"smiles": "O=C1CCc2ccc(OC3CCNCC3)cc2N1",
"reactionStepId": "sa_afb25779415e18cb85d2bff0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050085458A1;0282;244421\",\"rsmi\":\"CC(C)(C)OC(=O)[N:13]1[CH2:12][CH2:11][CH:10]([O:9][c:8]2[cH:7][cH:6][c:5]3[c:17]([cH:16]2)[NH:18][C:2](=[O:1])[CH2:3][CH2:4]3)[CH2:15][CH2:14]1>ClCCl.O=C(O)C(F)(F)F>[O:1]=[C:2]1[CH2:3][CH2:4][c:5]2[cH:6][cH:7][c:8]([O:9][CH:10]3[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]3)[cH:16][c:17]2[NH:18]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:13]1[CH2:12][CH2:11][CH:10]([O:9][c:8]2[cH:7][cH:6][c:5]3[c:17]([cH:16]2)[NH:18][C:2](=[O:1])[CH2:3][CH2:4]3)[CH2:15][CH2:14]1>ClCCl.O=C(O)C(F)(F)F>[O:1]=[C:2]1[CH2:3][CH2:4][c:5]2[cH:6][cH:7][c:8]([O:9][CH:10]3[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]3)[cH:16][c:17]2[NH:18]1\"}",
"reactionStep": {
"id": "sa_afb25779415e18cb85d2bff0",
"reactionHash": "380e58fa7b6a37728047cb024b37e321f0b1e903addde2791ac73734d121901a"
},
"children": [
{
"id": "3034",
"routeId": "sa_464103baf9b6c780b9cd4609",
"moleculeId": "sa_4229fc678fc4044ce721d60f",
"parentId": "3033",
"isLeaf": false,
"molecule": {
"id": "sa_4229fc678fc4044ce721d60f",
"inchikey": "UHWSFSBSYBABFC-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(Oc2ccc3c(c2)NC(=O)CC3)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(Oc2ccc3c(c2)NC(=O)CC3)CC1",
"reactionStepId": "sa_d9285b43f7564c85b74285d8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050085458A1;0279;244420\",\"rsmi\":\"O[c:13]1[cH:14][cH:15][c:16]2[c:22]([cH:23]1)[NH:21][C:19](=[O:20])[CH2:18][CH2:17]2.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([OH:12])[CH2:24][CH2:25]1>C1CCOC1.CC(C)OC(=O)N=NC(=O)OC(C)C.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([O:12][c:13]2[cH:14][cH:15][c:16]3[c:22]([cH:23]2)[NH:21][C:19](=[O:20])[CH2:18][CH2:17]3)[CH2:24][CH2:25]1\"},\"mapped_reaction_smiles\":\"O[c:13]1[cH:14][cH:15][c:16]2[c:22]([cH:23]1)[NH:21][C:19](=[O:20])[CH2:18][CH2:17]2.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([OH:12])[CH2:24][CH2:25]1>C1CCOC1.CC(C)OC(=O)N=NC(=O)OC(C)C.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([O:12][c:13]2[cH:14][cH:15][c:16]3[c:22]([cH:23]2)[NH:21][C:19](=[O:20])[CH2:18][CH2:17]3)[CH2:24][CH2:25]1\"}",
"reactionStep": {
"id": "sa_d9285b43f7564c85b74285d8",
"reactionHash": "1902cfaf538940ea9a6c949cd73316f252b1cee5c842311a542853cfa7f731be"
},
"children": [
{
"id": "3035",
"routeId": "sa_464103baf9b6c780b9cd4609",
"moleculeId": "sa_f90e8288954dd079c70fec09",
"parentId": "3034",
"isLeaf": true,
"molecule": {
"id": "sa_f90e8288954dd079c70fec09",
"inchikey": "LKLSFDWYIBUGNT-UHFFFAOYSA-N",
"smiles": "OC1=Nc2cc(O)ccc2CC1"
},
"smiles": "O=C1CCc2ccc(O)cc2N1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3036",
"routeId": "sa_464103baf9b6c780b9cd4609",
"moleculeId": "sa_08f912c37482cb09c1da49c0",
"parentId": "3034",
"isLeaf": true,
"molecule": {
"id": "sa_08f912c37482cb09c1da49c0",
"inchikey": "PWQLFIKTGRINFF-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(O)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(O)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}