Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCNC(=O)c1ccc(N2CCN(Cc3cnc4c(c3)NC(=O)C3CCCCN43)CC2)cc1
InChiKey
DDFRWELTTVRQAR-UHFFFAOYSA-N
Route Signature
85ff2b63fe957f4212d4997b7c1cb793c69dcc6dc3a5ae8c0de3eccd2a8af2d2
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_b9c012bd83af38f5fe019902",
"signature": "85ff2b63fe957f4212d4997b7c1cb793c69dcc6dc3a5ae8c0de3eccd2a8af2d2",
"contentHash": "70247760f58c4f67f1fd5e6e43fe4388371b3043f85c130e1b110f11ce64484d",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_0c20be7e9af8626adaf3d4b5",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-04076",
"moleculeId": "sa_4108ea05ef6b88a55bbf82f6",
"smiles": "CCNC(=O)c1ccc(N2CCN(Cc3cnc4c(c3)NC(=O)C3CCCCN43)CC2)cc1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_4108ea05ef6b88a55bbf82f6",
"inchikey": "DDFRWELTTVRQAR-UHFFFAOYSA-N",
"smiles": "CCNC(=O)c1ccc(N2CCN(Cc3cnc4c(c3)NC(=O)C3CCCCN43)CC2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11143",
"routeId": "sa_b9c012bd83af38f5fe019902",
"moleculeId": "sa_4108ea05ef6b88a55bbf82f6",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_4108ea05ef6b88a55bbf82f6",
"inchikey": "DDFRWELTTVRQAR-UHFFFAOYSA-N",
"smiles": "CCNC(=O)c1ccc(N2CCN(Cc3cnc4c(c3)NC(=O)C3CCCCN43)CC2)cc1"
},
"smiles": "CCNC(=O)c1ccc(N2CCN(Cc3cnc4c(c3)NC(=O)C3CCCCN43)CC2)cc1",
"reactionStepId": "sa_2062f501f4ed441e9c0a37b4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08822470B2;0971;1506475\",\"rsmi\":\"O[CH2:14][c:15]1[cH:16][c:17]2[c:18]([n:19][cH:20]1)[N:21]1[CH2:22][CH2:23][CH2:24][CH2:25][CH:26]1[C:27](=[O:28])[NH:29]2.[CH3:1][CH2:2][NH:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]([N:10]2[CH2:11][CH2:12][NH:13][CH2:30][CH2:31]2)[cH:32][cH:33]1>CCC#N.CCN(C(C)C)C(C)C.C[P+](C)(C)CC#N.I>[CH3:1][CH2:2][NH:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]([N:10]2[CH2:11][CH2:12][N:13]([CH2:14][c:15]3[cH:16][c:17]4[c:18]([n:19][cH:20]3)[N:21]3[CH2:22][CH2:23][CH2:24][CH2:25][CH:26]3[C:27](=[O:28])[NH:29]4)[CH2:30][CH2:31]2)[cH:32][cH:33]1\"},\"mapped_reaction_smiles\":\"O[CH2:14][c:15]1[cH:16][c:17]2[c:18]([n:19][cH:20]1)[N:21]1[CH2:22][CH2:23][CH2:24][CH2:25][CH:26]1[C:27](=[O:28])[NH:29]2.[CH3:1][CH2:2][NH:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]([N:10]2[CH2:11][CH2:12][NH:13][CH2:30][CH2:31]2)[cH:32][cH:33]1>CCC#N.CCN(C(C)C)C(C)C.C[P+](C)(C)CC#N.I>[CH3:1][CH2:2][NH:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]([N:10]2[CH2:11][CH2:12][N:13]([CH2:14][c:15]3[cH:16][c:17]4[c:18]([n:19][cH:20]3)[N:21]3[CH2:22][CH2:23][CH2:24][CH2:25][CH:26]3[C:27](=[O:28])[NH:29]4)[CH2:30][CH2:31]2)[cH:32][cH:33]1\"}",
"reactionStep": {
"id": "sa_2062f501f4ed441e9c0a37b4",
"reactionHash": "b184311ea12a9c528400fa32e30331c05b2f0ecbcaf93f0889cc465572366684"
},
"children": [
{
"id": "11144",
"routeId": "sa_b9c012bd83af38f5fe019902",
"moleculeId": "sa_702ca5936c77e05ac7bbac35",
"parentId": "11143",
"isLeaf": false,
"molecule": {
"id": "sa_702ca5936c77e05ac7bbac35",
"inchikey": "ROBGHJAAQLONAV-UHFFFAOYSA-N",
"smiles": "CCNC(=O)c1ccc(N2CCNCC2)cc1"
},
"smiles": "CCNC(=O)c1ccc(N2CCNCC2)cc1",
"reactionStepId": "sa_755899f0303283267d186ff2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08822470B2;0672;1506351\",\"rsmi\":\"F[c:9]1[cH:8][cH:7][c:6]([C:4]([NH:3][CH2:2][CH3:1])=[O:5])[cH:17][cH:16]1.[NH:10]1[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]1>>[CH3:1][CH2:2][NH:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]([N:10]2[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]2)[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"F[c:9]1[cH:8][cH:7][c:6]([C:4]([NH:3][CH2:2][CH3:1])=[O:5])[cH:17][cH:16]1.[NH:10]1[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]1>>[CH3:1][CH2:2][NH:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]([N:10]2[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]2)[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_755899f0303283267d186ff2",
"reactionHash": "7ef67809f373d4114f18ce7de325bea042c49ad29320103d03e0a1601c9ea9e7"
},
"children": [
{
"id": "11145",
"routeId": "sa_b9c012bd83af38f5fe019902",
"moleculeId": "sa_feafd34535b9866cfe7ef633",
"parentId": "11144",
"isLeaf": false,
"molecule": {
"id": "sa_feafd34535b9866cfe7ef633",
"inchikey": "CEXQVUVWTKQADG-UHFFFAOYSA-N",
"smiles": "CCNC(=O)c1ccc(F)cc1"
},
"smiles": "CCNC(=O)c1ccc(F)cc1",
"reactionStepId": "sa_c6aad123cd731f5b73c75dd4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08822470B2;0671;1506350\",\"rsmi\":\"Cl[C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]([F:10])[cH:11][cH:12]1.[CH3:1][CH2:2][NH2:3]>CCN(CC)CC.ClCCl.O>[CH3:1][CH2:2][NH:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]([F:10])[cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"Cl[C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]([F:10])[cH:11][cH:12]1.[CH3:1][CH2:2][NH2:3]>CCN(CC)CC.ClCCl.O>[CH3:1][CH2:2][NH:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]([F:10])[cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_c6aad123cd731f5b73c75dd4",
"reactionHash": "a6405ea33476a8cdca337e78ee1b4b087b9f0d7d95315fc4280f7a3c8c296096"
},
"children": [
{
"id": "11146",
"routeId": "sa_b9c012bd83af38f5fe019902",
"moleculeId": "sa_e2962f094d8c27c0d938f2cd",
"parentId": "11145",
"isLeaf": true,
"molecule": {
"id": "sa_e2962f094d8c27c0d938f2cd",
"inchikey": "CZKLEJHVLCMVQR-UHFFFAOYSA-N",
"smiles": "O=C(Cl)c1ccc(F)cc1"
},
"smiles": "O=C(Cl)c1ccc(F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11147",
"routeId": "sa_b9c012bd83af38f5fe019902",
"moleculeId": "sa_89fd0a98f6b54999b99c6e8f",
"parentId": "11145",
"isLeaf": true,
"molecule": {
"id": "sa_89fd0a98f6b54999b99c6e8f",
"inchikey": "QUSNBJAOOMFDIB-UHFFFAOYSA-N",
"smiles": "CCN"
},
"smiles": "CCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11148",
"routeId": "sa_b9c012bd83af38f5fe019902",
"moleculeId": "sa_330bd414c5d4211e41bcaa1a",
"parentId": "11144",
"isLeaf": true,
"molecule": {
"id": "sa_330bd414c5d4211e41bcaa1a",
"inchikey": "GLUUGHFHXGJENI-UHFFFAOYSA-N",
"smiles": "C1CNCCN1"
},
"smiles": "C1CNCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11149",
"routeId": "sa_b9c012bd83af38f5fe019902",
"moleculeId": "sa_feaed12e3bed09660e8b51cc",
"parentId": "11143",
"isLeaf": false,
"molecule": {
"id": "sa_feaed12e3bed09660e8b51cc",
"inchikey": "TUCORDXPZRSXKS-UHFFFAOYSA-N",
"smiles": "O=C1Nc2cc(CO)cnc2N2CCCCC12"
},
"smiles": "O=C1Nc2cc(CO)cnc2N2CCCCC12",
"reactionStepId": "sa_9e1e139d9c3014e8a5e9fbf1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08822470B2;0804;1506378\",\"rsmi\":\"C[O:10][C:9](=O)[c:8]1[cH:7][n:6][c:5]2[c:4]([cH:11]1)[NH:3][C:2](=[O:1])[CH:17]1[N:12]2[CH2:13][CH2:14][CH2:15][CH2:16]1>C1CCOC1.CCOC(C)=O.CO.O.[Al+3].[HH].[HH].[HH].[HH].[HH].[Li+].[Na+]>[O:1]=[C:2]1[NH:3][c:4]2[c:5]([n:6][cH:7][c:8]([CH2:9][OH:10])[cH:11]2)[N:12]2[CH2:13][CH2:14][CH2:15][CH2:16][CH:17]12\"},\"mapped_reaction_smiles\":\"C[O:10][C:9](=O)[c:8]1[cH:7][n:6][c:5]2[c:4]([cH:11]1)[NH:3][C:2](=[O:1])[CH:17]1[N:12]2[CH2:13][CH2:14][CH2:15][CH2:16]1>C1CCOC1.CCOC(C)=O.CO.O.[Al+3].[HH].[HH].[HH].[HH].[HH].[Li+].[Na+]>[O:1]=[C:2]1[NH:3][c:4]2[c:5]([n:6][cH:7][c:8]([CH2:9][OH:10])[cH:11]2)[N:12]2[CH2:13][CH2:14][CH2:15][CH2:16][CH:17]12\"}",
"reactionStep": {
"id": "sa_9e1e139d9c3014e8a5e9fbf1",
"reactionHash": "0619b19bd377f900d3a285f3fc23e080f3e42bfaad23c75264f26137742223aa"
},
"children": [
{
"id": "11150",
"routeId": "sa_b9c012bd83af38f5fe019902",
"moleculeId": "sa_0b09fc5eb3622fe45cfac0b2",
"parentId": "11149",
"isLeaf": true,
"molecule": {
"id": "sa_0b09fc5eb3622fe45cfac0b2",
"inchikey": "HKSUMJSJYVVOQZ-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cnc2c(c1)NC(=O)C1CCCCN21"
},
"smiles": "COC(=O)c1cnc2c(c1)NC(=O)C1CCCCN21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}