Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1nc(-n2ccc(C(=O)Nc3ccccc3)cc2=O)sc1C(=O)NCc1ccccc1
InChiKey
HWDDQBSJOXCGEJ-UHFFFAOYSA-N
Route Signature
90a1e330ff1549587f4ac972b10f587b2d1b497820e890d8ed7fc18e65ca9141
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_74a1a6b74cc5dad8f469246c",
"signature": "90a1e330ff1549587f4ac972b10f587b2d1b497820e890d8ed7fc18e65ca9141",
"contentHash": "eb3e6c788ffe7b60fab7ea6de1ae37268e8835128070011cc24fcc9260ffcb0a",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_e38fa6544e2f5d976dc32cf3",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-03643",
"moleculeId": "sa_0597acc08389e86b0b16fa45",
"smiles": "Cc1nc(-n2ccc(C(=O)Nc3ccccc3)cc2=O)sc1C(=O)NCc1ccccc1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_0597acc08389e86b0b16fa45",
"inchikey": "HWDDQBSJOXCGEJ-UHFFFAOYSA-N",
"smiles": "Cc1nc(-n2ccc(C(=O)Nc3ccccc3)cc2=O)sc1C(=O)NCc1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "2272",
"routeId": "sa_74a1a6b74cc5dad8f469246c",
"moleculeId": "sa_0597acc08389e86b0b16fa45",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0597acc08389e86b0b16fa45",
"inchikey": "HWDDQBSJOXCGEJ-UHFFFAOYSA-N",
"smiles": "Cc1nc(-n2ccc(C(=O)Nc3ccccc3)cc2=O)sc1C(=O)NCc1ccccc1"
},
"smiles": "Cc1nc(-n2ccc(C(=O)Nc3ccccc3)cc2=O)sc1C(=O)NCc1ccccc1",
"reactionStepId": "sa_f6a8e031f89a2eb3c726a7a5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090156615A1;0375;723446\",\"rsmi\":\"Br[c:15]1[s:14][c:3]([C:4](=[O:5])[NH:6][CH2:7][c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[c:2]([CH3:1])[n:32]1.[n:16]1[cH:17][cH:18][c:19]([C:20](=[O:21])[NH:22][c:23]2[cH:24][cH:25][cH:26][cH:27][cH:28]2)[cH:29][c:30]1[OH:31]>>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[NH:6][CH2:7][c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[s:14][c:15](-[n:16]2[cH:17][cH:18][c:19]([C:20](=[O:21])[NH:22][c:23]3[cH:24][cH:25][cH:26][cH:27][cH:28]3)[cH:29][c:30]2=[O:31])[n:32]1\"},\"mapped_reaction_smiles\":\"Br[c:15]1[s:14][c:3]([C:4](=[O:5])[NH:6][CH2:7][c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[c:2]([CH3:1])[n:32]1.[n:16]1[cH:17][cH:18][c:19]([C:20](=[O:21])[NH:22][c:23]2[cH:24][cH:25][cH:26][cH:27][cH:28]2)[cH:29][c:30]1[OH:31]>>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[NH:6][CH2:7][c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[s:14][c:15](-[n:16]2[cH:17][cH:18][c:19]([C:20](=[O:21])[NH:22][c:23]3[cH:24][cH:25][cH:26][cH:27][cH:28]3)[cH:29][c:30]2=[O:31])[n:32]1\"}",
"reactionStep": {
"id": "sa_f6a8e031f89a2eb3c726a7a5",
"reactionHash": "493d5d74ac507bd699bbfd7655f240aadc03e035fae5d5e27f7af9e905043e7f"
},
"children": [
{
"id": "2273",
"routeId": "sa_74a1a6b74cc5dad8f469246c",
"moleculeId": "sa_183ee8091fdd9158ffdf1f5f",
"parentId": "2272",
"isLeaf": false,
"molecule": {
"id": "sa_183ee8091fdd9158ffdf1f5f",
"inchikey": "IQTQSDXJUJUFNT-UHFFFAOYSA-N",
"smiles": "Cc1nc(Br)sc1C(=O)NCc1ccccc1"
},
"smiles": "Cc1nc(Br)sc1C(=O)NCc1ccccc1",
"reactionStepId": "sa_4cb213297f60a9250a84b358",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090156615A1;0264;723386\",\"rsmi\":\"O[C:4]([c:3]1[c:2]([CH3:1])[n:17][c:15]([Br:16])[s:14]1)=[O:5].[NH2:6][CH2:7][c:8]1[cH:9][cH:10][cH:11][cH:12][cH:13]1>C1CCOC1.CCN(C(C)C)C(C)C.CCN=C=N.Cl.On1nnc2ccccc21>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[NH:6][CH2:7][c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[s:14][c:15]([Br:16])[n:17]1\"},\"mapped_reaction_smiles\":\"O[C:4]([c:3]1[c:2]([CH3:1])[n:17][c:15]([Br:16])[s:14]1)=[O:5].[NH2:6][CH2:7][c:8]1[cH:9][cH:10][cH:11][cH:12][cH:13]1>C1CCOC1.CCN(C(C)C)C(C)C.CCN=C=N.Cl.On1nnc2ccccc21>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[NH:6][CH2:7][c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[s:14][c:15]([Br:16])[n:17]1\"}",
"reactionStep": {
"id": "sa_4cb213297f60a9250a84b358",
"reactionHash": "83dc755388d5736c43ad464501eaa5fd2c23fd80d493bb19718703e3a2d293ad"
},
"children": [
{
"id": "2274",
"routeId": "sa_74a1a6b74cc5dad8f469246c",
"moleculeId": "sa_f2a26de9240b6f4aaf579853",
"parentId": "2273",
"isLeaf": true,
"molecule": {
"id": "sa_f2a26de9240b6f4aaf579853",
"inchikey": "HMSQZHBSTZZNGI-UHFFFAOYSA-N",
"smiles": "Cc1nc(Br)sc1C(=O)O"
},
"smiles": "Cc1nc(Br)sc1C(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2275",
"routeId": "sa_74a1a6b74cc5dad8f469246c",
"moleculeId": "sa_6b16c9b5e9c18df10e07c892",
"parentId": "2273",
"isLeaf": true,
"molecule": {
"id": "sa_6b16c9b5e9c18df10e07c892",
"inchikey": "WGQKYBSKWIADBV-UHFFFAOYSA-N",
"smiles": "NCc1ccccc1"
},
"smiles": "NCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "2276",
"routeId": "sa_74a1a6b74cc5dad8f469246c",
"moleculeId": "sa_d55e81d078ab9eb9b901359b",
"parentId": "2272",
"isLeaf": false,
"molecule": {
"id": "sa_d55e81d078ab9eb9b901359b",
"inchikey": "NHVWUYYQJWZSRJ-UHFFFAOYSA-N",
"smiles": "O=C(Nc1ccccc1)c1ccnc(O)c1"
},
"smiles": "O=C(Nc1ccccc1)c1ccnc(O)c1",
"reactionStepId": "sa_c08811525f975fb06336ecff",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090156615A1;0275;723396\",\"rsmi\":\"C[O:13][c:12]1[cH:11][c:10]([C:2](=[O:1])[NH:3][c:4]2[cH:5][cH:6][cH:7][cH:8][cH:9]2)[cH:16][cH:15][n:14]1>CO.C[Si](C)(C)I.ClC(Cl)Cl>[O:1]=[C:2]([NH:3][c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1)[c:10]1[cH:11][c:12]([OH:13])[n:14][cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"C[O:13][c:12]1[cH:11][c:10]([C:2](=[O:1])[NH:3][c:4]2[cH:5][cH:6][cH:7][cH:8][cH:9]2)[cH:16][cH:15][n:14]1>CO.C[Si](C)(C)I.ClC(Cl)Cl>[O:1]=[C:2]([NH:3][c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1)[c:10]1[cH:11][c:12]([OH:13])[n:14][cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_c08811525f975fb06336ecff",
"reactionHash": "86d0f690e27495372a6cd47c3fe0bc8ebbc47107231a4de7d136dc248e5f46ee"
},
"children": [
{
"id": "2277",
"routeId": "sa_74a1a6b74cc5dad8f469246c",
"moleculeId": "sa_0e7416b5f2838770ba9b022f",
"parentId": "2276",
"isLeaf": false,
"molecule": {
"id": "sa_0e7416b5f2838770ba9b022f",
"inchikey": "ZYBUZXODDPRLDK-UHFFFAOYSA-N",
"smiles": "COc1cc(C(=O)Nc2ccccc2)ccn1"
},
"smiles": "COc1cc(C(=O)Nc2ccccc2)ccn1",
"reactionStepId": "sa_bda1854f408d2ba9cc2acacc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090156615A1;0274;723395\",\"rsmi\":\"O[C:8]([c:7]1[cH:6][cH:5][n:4][c:3]([O:2][CH3:1])[cH:17]1)=[O:9].[NH2:10][c:11]1[cH:12][cH:13][cH:14][cH:15][cH:16]1>C1CCOC1.CC(C)COC(=O)Cl.CN1CCOCC1>[CH3:1][O:2][c:3]1[n:4][cH:5][cH:6][c:7]([C:8](=[O:9])[NH:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[cH:17]1\"},\"mapped_reaction_smiles\":\"O[C:8]([c:7]1[cH:6][cH:5][n:4][c:3]([O:2][CH3:1])[cH:17]1)=[O:9].[NH2:10][c:11]1[cH:12][cH:13][cH:14][cH:15][cH:16]1>C1CCOC1.CC(C)COC(=O)Cl.CN1CCOCC1>[CH3:1][O:2][c:3]1[n:4][cH:5][cH:6][c:7]([C:8](=[O:9])[NH:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[cH:17]1\"}",
"reactionStep": {
"id": "sa_bda1854f408d2ba9cc2acacc",
"reactionHash": "91939f54c7ea2bdaf4f2f003e3cf700fa13204e9652b1f8e321df201ef5bac99"
},
"children": [
{
"id": "2278",
"routeId": "sa_74a1a6b74cc5dad8f469246c",
"moleculeId": "sa_c36fdd0f325b8bf27595c8fd",
"parentId": "2277",
"isLeaf": true,
"molecule": {
"id": "sa_c36fdd0f325b8bf27595c8fd",
"inchikey": "DPNDWFVORIGXQO-UHFFFAOYSA-N",
"smiles": "COc1cc(C(=O)O)ccn1"
},
"smiles": "COc1cc(C(=O)O)ccn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2279",
"routeId": "sa_74a1a6b74cc5dad8f469246c",
"moleculeId": "sa_257ba819b453f9a0e7fa3c07",
"parentId": "2277",
"isLeaf": true,
"molecule": {
"id": "sa_257ba819b453f9a0e7fa3c07",
"inchikey": "PAYRUJLWNCNPSJ-UHFFFAOYSA-N",
"smiles": "Nc1ccccc1"
},
"smiles": "Nc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}