Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCc1ccc2c(Nc3cc(C)ccc3Sc3ccc(OS(=O)(=O)C(C)C)cc3)ccnc2n1
InChiKey
YVSPRPUGHXBMBA-UHFFFAOYSA-N
Route Signature
6ed99483e05163faa54a152f6378229e41a04b600906fce54a4994cd122114bd
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_1dfefa30d4fafd1eb8b2557b",
"signature": "6ed99483e05163faa54a152f6378229e41a04b600906fce54a4994cd122114bd",
"contentHash": "9c07e378d0d83a3460e957bf126600887843ab7761b57ecd713c35e837805bfe",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_04c71c7577b71be5047fd0a7",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-02126",
"moleculeId": "sa_900cbebefeda160782b8b8f5",
"smiles": "CCCc1ccc2c(Nc3cc(C)ccc3Sc3ccc(OS(=O)(=O)C(C)C)cc3)ccnc2n1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_900cbebefeda160782b8b8f5",
"inchikey": "YVSPRPUGHXBMBA-UHFFFAOYSA-N",
"smiles": "CCCc1ccc2c(Nc3cc(C)ccc3Sc3ccc(OS(=O)(=O)C(C)C)cc3)ccnc2n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10629",
"routeId": "sa_1dfefa30d4fafd1eb8b2557b",
"moleculeId": "sa_900cbebefeda160782b8b8f5",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_900cbebefeda160782b8b8f5",
"inchikey": "YVSPRPUGHXBMBA-UHFFFAOYSA-N",
"smiles": "CCCc1ccc2c(Nc3cc(C)ccc3Sc3ccc(OS(=O)(=O)C(C)C)cc3)ccnc2n1"
},
"smiles": "CCCc1ccc2c(Nc3cc(C)ccc3Sc3ccc(OS(=O)(=O)C(C)C)cc3)ccnc2n1",
"reactionStepId": "sa_8b106c8d565ff58d7e5efb57",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070232645A1;0555;503522\",\"rsmi\":\"Cl[S:18](=[O:19])(=[O:20])[CH:21]([CH3:22])[CH3:23].[CH3:1][CH2:2][CH2:3][c:4]1[cH:5][cH:6][c:7]2[c:8]([NH:9][c:10]3[c:11]([S:12][c:13]4[cH:14][cH:15][c:16]([OH:17])[cH:24][cH:25]4)[cH:26][cH:27][c:28]([CH3:29])[cH:30]3)[cH:31][cH:32][n:33][c:34]2[n:35]1>CCN(C(C)C)C(C)C.CN(C)c1ccncc1.ClCCl>[CH3:1][CH2:2][CH2:3][c:4]1[cH:5][cH:6][c:7]2[c:8]([NH:9][c:10]3[c:11]([S:12][c:13]4[cH:14][cH:15][c:16]([O:17][S:18](=[O:19])(=[O:20])[CH:21]([CH3:22])[CH3:23])[cH:24][cH:25]4)[cH:26][cH:27][c:28]([CH3:29])[cH:30]3)[cH:31][cH:32][n:33][c:34]2[n:35]1\"},\"mapped_reaction_smiles\":\"Cl[S:18](=[O:19])(=[O:20])[CH:21]([CH3:22])[CH3:23].[CH3:1][CH2:2][CH2:3][c:4]1[cH:5][cH:6][c:7]2[c:8]([NH:9][c:10]3[c:11]([S:12][c:13]4[cH:14][cH:15][c:16]([OH:17])[cH:24][cH:25]4)[cH:26][cH:27][c:28]([CH3:29])[cH:30]3)[cH:31][cH:32][n:33][c:34]2[n:35]1>CCN(C(C)C)C(C)C.CN(C)c1ccncc1.ClCCl>[CH3:1][CH2:2][CH2:3][c:4]1[cH:5][cH:6][c:7]2[c:8]([NH:9][c:10]3[c:11]([S:12][c:13]4[cH:14][cH:15][c:16]([O:17][S:18](=[O:19])(=[O:20])[CH:21]([CH3:22])[CH3:23])[cH:24][cH:25]4)[cH:26][cH:27][c:28]([CH3:29])[cH:30]3)[cH:31][cH:32][n:33][c:34]2[n:35]1\"}",
"reactionStep": {
"id": "sa_8b106c8d565ff58d7e5efb57",
"reactionHash": "0656e5a4010bb42dff2e82b8f2191b97ccbfb82a4306a2911c9951fa2fbf83fd"
},
"children": [
{
"id": "10630",
"routeId": "sa_1dfefa30d4fafd1eb8b2557b",
"moleculeId": "sa_5be025789093d90de2147dcb",
"parentId": "10629",
"isLeaf": true,
"molecule": {
"id": "sa_5be025789093d90de2147dcb",
"inchikey": "DRINJBFRTLBHNF-UHFFFAOYSA-N",
"smiles": "CC(C)S(=O)(=O)Cl"
},
"smiles": "CC(C)S(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10631",
"routeId": "sa_1dfefa30d4fafd1eb8b2557b",
"moleculeId": "sa_2c2266683558c77a3a2572db",
"parentId": "10629",
"isLeaf": false,
"molecule": {
"id": "sa_2c2266683558c77a3a2572db",
"inchikey": "UTVQHABNDQZJBW-UHFFFAOYSA-N",
"smiles": "CCCc1ccc2c(Nc3cc(C)ccc3Sc3ccc(O)cc3)ccnc2n1"
},
"smiles": "CCCc1ccc2c(Nc3cc(C)ccc3Sc3ccc(O)cc3)ccnc2n1",
"reactionStepId": "sa_fc550cfd73757fc77dfaae5a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070232645A1;0360;503414\",\"rsmi\":\"Cl[c:8]1[c:7]2[cH:6][cH:5][c:4]([CH2:3][CH2:2][CH3:1])[n:29][c:28]2[n:27][cH:26][cH:25]1.[NH2:9][c:10]1[c:11]([S:12][c:13]2[cH:14][cH:15][c:16]([OH:17])[cH:18][cH:19]2)[cH:20][cH:21][c:22]([CH3:23])[cH:24]1>>[CH3:1][CH2:2][CH2:3][c:4]1[cH:5][cH:6][c:7]2[c:8]([NH:9][c:10]3[c:11]([S:12][c:13]4[cH:14][cH:15][c:16]([OH:17])[cH:18][cH:19]4)[cH:20][cH:21][c:22]([CH3:23])[cH:24]3)[cH:25][cH:26][n:27][c:28]2[n:29]1\"},\"mapped_reaction_smiles\":\"Cl[c:8]1[c:7]2[cH:6][cH:5][c:4]([CH2:3][CH2:2][CH3:1])[n:29][c:28]2[n:27][cH:26][cH:25]1.[NH2:9][c:10]1[c:11]([S:12][c:13]2[cH:14][cH:15][c:16]([OH:17])[cH:18][cH:19]2)[cH:20][cH:21][c:22]([CH3:23])[cH:24]1>>[CH3:1][CH2:2][CH2:3][c:4]1[cH:5][cH:6][c:7]2[c:8]([NH:9][c:10]3[c:11]([S:12][c:13]4[cH:14][cH:15][c:16]([OH:17])[cH:18][cH:19]4)[cH:20][cH:21][c:22]([CH3:23])[cH:24]3)[cH:25][cH:26][n:27][c:28]2[n:29]1\"}",
"reactionStep": {
"id": "sa_fc550cfd73757fc77dfaae5a",
"reactionHash": "253c6c1318d8125247a76c6b12fa4734f542206a9c68975baf652ad3de14ae6c"
},
"children": [
{
"id": "10632",
"routeId": "sa_1dfefa30d4fafd1eb8b2557b",
"moleculeId": "sa_4b920d5ee95f657b022f7216",
"parentId": "10631",
"isLeaf": false,
"molecule": {
"id": "sa_4b920d5ee95f657b022f7216",
"inchikey": "GQFSHEYZOPDVLI-UHFFFAOYSA-N",
"smiles": "CCCc1ccc2c(Cl)ccnc2n1"
},
"smiles": "CCCc1ccc2c(Cl)ccnc2n1",
"reactionStepId": "sa_7a4da6ec4e773d497b3f1c36",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070232645A1;0346;503400\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:11].O[c:10]1[cH:9][cH:8][n:7][c:6]2[n:5][c:4]([CH2:3][CH2:2][CH3:1])[cH:14][cH:13][c:12]21>>[CH3:1][CH2:2][CH2:3][c:4]1[n:5][c:6]2[n:7][cH:8][cH:9][c:10]([Cl:11])[c:12]2[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:11].O[c:10]1[cH:9][cH:8][n:7][c:6]2[n:5][c:4]([CH2:3][CH2:2][CH3:1])[cH:14][cH:13][c:12]21>>[CH3:1][CH2:2][CH2:3][c:4]1[n:5][c:6]2[n:7][cH:8][cH:9][c:10]([Cl:11])[c:12]2[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_7a4da6ec4e773d497b3f1c36",
"reactionHash": "fd86c861e228c895b514cbc91843e76013ff20983887e172cd5792cf5cd9328f"
},
"children": [
{
"id": "10633",
"routeId": "sa_1dfefa30d4fafd1eb8b2557b",
"moleculeId": "sa_846d005fc101352d63a395d2",
"parentId": "10632",
"isLeaf": true,
"molecule": {
"id": "sa_846d005fc101352d63a395d2",
"inchikey": "DZBWXTCGVMUFLG-UHFFFAOYSA-N",
"smiles": "CCCc1ccc2c(O)ccnc2n1"
},
"smiles": "CCCc1ccc2c(O)ccnc2n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10634",
"routeId": "sa_1dfefa30d4fafd1eb8b2557b",
"moleculeId": "sa_312a7cd3d48a055e9bc98180",
"parentId": "10632",
"isLeaf": true,
"molecule": {
"id": "sa_312a7cd3d48a055e9bc98180",
"inchikey": "XHXFXVLFKHQFAL-UHFFFAOYSA-N",
"smiles": "O=P(Cl)(Cl)Cl"
},
"smiles": "O=P(Cl)(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "10635",
"routeId": "sa_1dfefa30d4fafd1eb8b2557b",
"moleculeId": "sa_9b9ae7921a17ed8b2900d265",
"parentId": "10631",
"isLeaf": false,
"molecule": {
"id": "sa_9b9ae7921a17ed8b2900d265",
"inchikey": "PMDFJLAFCFCFAJ-UHFFFAOYSA-N",
"smiles": "Cc1ccc(Sc2ccc(O)cc2)c(N)c1"
},
"smiles": "Cc1ccc(Sc2ccc(O)cc2)c(N)c1",
"reactionStepId": "sa_12c11f2d048738b3fb1ca283",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070232645A1;0357;503411\",\"rsmi\":\"O=[N+:5]([O-])[c:4]1[cH:3][c:2]([CH3:1])[cH:16][cH:15][c:6]1[S:7][c:8]1[cH:9][cH:10][c:11]([OH:12])[cH:13][cH:14]1>Cl[Sn]Cl>[CH3:1][c:2]1[cH:3][c:4]([NH2:5])[c:6]([S:7][c:8]2[cH:9][cH:10][c:11]([OH:12])[cH:13][cH:14]2)[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"O=[N+:5]([O-])[c:4]1[cH:3][c:2]([CH3:1])[cH:16][cH:15][c:6]1[S:7][c:8]1[cH:9][cH:10][c:11]([OH:12])[cH:13][cH:14]1>Cl[Sn]Cl>[CH3:1][c:2]1[cH:3][c:4]([NH2:5])[c:6]([S:7][c:8]2[cH:9][cH:10][c:11]([OH:12])[cH:13][cH:14]2)[cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_12c11f2d048738b3fb1ca283",
"reactionHash": "66e710c0af1916ba4dc87eda8e4e80b426d300798bb22eb205f672b689dc2d5d"
},
"children": [
{
"id": "10636",
"routeId": "sa_1dfefa30d4fafd1eb8b2557b",
"moleculeId": "sa_e0d25129feb62168b8486159",
"parentId": "10635",
"isLeaf": false,
"molecule": {
"id": "sa_e0d25129feb62168b8486159",
"inchikey": "IBSCDNKYLXTSCJ-UHFFFAOYSA-N",
"smiles": "Cc1ccc(Sc2ccc(O)cc2)c([N+](=O)[O-])c1"
},
"smiles": "Cc1ccc(Sc2ccc(O)cc2)c([N+](=O)[O-])c1",
"reactionStepId": "sa_fd6f3ced34ab051412d53bc4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070232645A1;0356;503410\",\"rsmi\":\"O=S(=O)(O[c:8]1[c:4]([N+:5](=[O:6])[O-:7])[cH:3][c:2]([CH3:1])[cH:18][cH:17]1)C(F)(F)F.[SH:9][c:10]1[cH:11][cH:12][c:13]([OH:14])[cH:15][cH:16]1>CCO.O=C(O)O.[Na+].[Na+]>[CH3:1][c:2]1[cH:3][c:4]([N+:5](=[O:6])[O-:7])[c:8]([S:9][c:10]2[cH:11][cH:12][c:13]([OH:14])[cH:15][cH:16]2)[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"O=S(=O)(O[c:8]1[c:4]([N+:5](=[O:6])[O-:7])[cH:3][c:2]([CH3:1])[cH:18][cH:17]1)C(F)(F)F.[SH:9][c:10]1[cH:11][cH:12][c:13]([OH:14])[cH:15][cH:16]1>CCO.O=C(O)O.[Na+].[Na+]>[CH3:1][c:2]1[cH:3][c:4]([N+:5](=[O:6])[O-:7])[c:8]([S:9][c:10]2[cH:11][cH:12][c:13]([OH:14])[cH:15][cH:16]2)[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_fd6f3ced34ab051412d53bc4",
"reactionHash": "1470ee5b2fba79df4e1cd956c18062f563f3bf65f9a24ac89e92cc1aaea10877"
},
"children": [
{
"id": "10637",
"routeId": "sa_1dfefa30d4fafd1eb8b2557b",
"moleculeId": "sa_6bc7bc86e7faf25d90b640b0",
"parentId": "10636",
"isLeaf": true,
"molecule": {
"id": "sa_6bc7bc86e7faf25d90b640b0",
"inchikey": "BXAVKNRWVKUTLY-UHFFFAOYSA-N",
"smiles": "Oc1ccc(S)cc1"
},
"smiles": "Oc1ccc(S)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10638",
"routeId": "sa_1dfefa30d4fafd1eb8b2557b",
"moleculeId": "sa_03e6ba0a65be15352f7bcc7a",
"parentId": "10636",
"isLeaf": true,
"molecule": {
"id": "sa_03e6ba0a65be15352f7bcc7a",
"inchikey": "PJUPDNUBFUXJEN-UHFFFAOYSA-N",
"smiles": "Cc1ccc(OS(=O)(=O)C(F)(F)F)c([N+](=O)[O-])c1"
},
"smiles": "Cc1ccc(OS(=O)(=O)C(F)(F)F)c([N+](=O)[O-])c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}