Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN1Cc2c(Br)cccc2NS1(=O)=O
InChiKey
IVGUUMKLOOVRLN-UHFFFAOYSA-N
Route Signature
6b431fb967c563aac5dda261b483eb5ef9eea0486063ff0490781b4ef810da47
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_11f79c8c8de6b8007bed3542",
"signature": "6b431fb967c563aac5dda261b483eb5ef9eea0486063ff0490781b4ef810da47",
"contentHash": "78ed4be5a1df63017c76fb902813aabdbb0319cce408f535d74fa81f429d8358",
"length": 5,
"isConvergent": true
},
"target": {
"id": "sa_6d0c7c2297b918d1831bd026",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-03796",
"moleculeId": "sa_2d60fb8a650d4c3932055f87",
"smiles": "CN1Cc2c(Br)cccc2NS1(=O)=O",
"routeLength": 5,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_2d60fb8a650d4c3932055f87",
"inchikey": "IVGUUMKLOOVRLN-UHFFFAOYSA-N",
"smiles": "CN1Cc2c(Br)cccc2NS1(=O)=O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 4
},
"rootNode": {
"id": "2338",
"routeId": "sa_11f79c8c8de6b8007bed3542",
"moleculeId": "sa_2d60fb8a650d4c3932055f87",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_2d60fb8a650d4c3932055f87",
"inchikey": "IVGUUMKLOOVRLN-UHFFFAOYSA-N",
"smiles": "CN1Cc2c(Br)cccc2NS1(=O)=O"
},
"smiles": "CN1Cc2c(Br)cccc2NS1(=O)=O",
"reactionStepId": "sa_1185a1f0232bb997556f8269",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070149510A1;0284;467665\",\"rsmi\":\"N[S:12]([NH2:11])(=[O:13])=[O:14].N[c:5]1[c:4]([CH2:3][NH:2][CH3:1])[c:9]([Br:10])[cH:8][cH:7][cH:6]1>c1ccncc1>[CH3:1][N:2]1[CH2:3][c:4]2[c:5]([cH:6][cH:7][cH:8][c:9]2[Br:10])[NH:11][S:12]1(=[O:13])=[O:14]\"},\"mapped_reaction_smiles\":\"N[S:12]([NH2:11])(=[O:13])=[O:14].N[c:5]1[c:4]([CH2:3][NH:2][CH3:1])[c:9]([Br:10])[cH:8][cH:7][cH:6]1>c1ccncc1>[CH3:1][N:2]1[CH2:3][c:4]2[c:5]([cH:6][cH:7][cH:8][c:9]2[Br:10])[NH:11][S:12]1(=[O:13])=[O:14]\"}",
"reactionStep": {
"id": "sa_1185a1f0232bb997556f8269",
"reactionHash": "86a98e2676142bd5747d8b9f90cb04b85c8229d81dff687aed9bc3da153713ed"
},
"children": [
{
"id": "2339",
"routeId": "sa_11f79c8c8de6b8007bed3542",
"moleculeId": "sa_0fac8d6bf19137653bea88fb",
"parentId": "2338",
"isLeaf": false,
"molecule": {
"id": "sa_0fac8d6bf19137653bea88fb",
"inchikey": "GQVVUUVQKDEZEA-UHFFFAOYSA-N",
"smiles": "CNCc1c(N)cccc1Br"
},
"smiles": "CNCc1c(N)cccc1Br",
"reactionStepId": "sa_845c4924a8c26a6fb5331a3c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070149510A1;0253;467661\",\"rsmi\":\"CC(C)(C)OC(=O)[N:2]([CH3:1])[CH2:3][c:4]1[c:5]([NH2:6])[cH:7][cH:8][cH:9][c:10]1[Br:11]>CCO.CCOC(C)=O.Cl.O=C(O)O.[Na+]>[CH3:1][NH:2][CH2:3][c:4]1[c:5]([NH2:6])[cH:7][cH:8][cH:9][c:10]1[Br:11]\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:2]([CH3:1])[CH2:3][c:4]1[c:5]([NH2:6])[cH:7][cH:8][cH:9][c:10]1[Br:11]>CCO.CCOC(C)=O.Cl.O=C(O)O.[Na+]>[CH3:1][NH:2][CH2:3][c:4]1[c:5]([NH2:6])[cH:7][cH:8][cH:9][c:10]1[Br:11]\"}",
"reactionStep": {
"id": "sa_845c4924a8c26a6fb5331a3c",
"reactionHash": "1497068209e88f55ab57e40c312e84989b9211d9fcfafa653e34d143be54087f"
},
"children": [
{
"id": "2340",
"routeId": "sa_11f79c8c8de6b8007bed3542",
"moleculeId": "sa_218c36b5966f6cdabb8fa5c4",
"parentId": "2339",
"isLeaf": false,
"molecule": {
"id": "sa_218c36b5966f6cdabb8fa5c4",
"inchikey": "JBJXIXKCVYWJDD-UHFFFAOYSA-N",
"smiles": "CN(Cc1c(N)cccc1Br)C(=O)OC(C)(C)C"
},
"smiles": "CN(Cc1c(N)cccc1Br)C(=O)OC(C)(C)C",
"reactionStepId": "sa_f49eda6c1cf86acb6d0c25ec",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070149510A1;0251;467660\",\"rsmi\":\"O=[N+:6]([O-])[c:5]1[c:4]([CH2:3][N:2]([CH3:1])[C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[c:10]([Br:11])[cH:9][cH:8][cH:7]1>NN>[CH3:1][N:2]([CH2:3][c:4]1[c:5]([NH2:6])[cH:7][cH:8][cH:9][c:10]1[Br:11])[C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18]\"},\"mapped_reaction_smiles\":\"O=[N+:6]([O-])[c:5]1[c:4]([CH2:3][N:2]([CH3:1])[C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[c:10]([Br:11])[cH:9][cH:8][cH:7]1>NN>[CH3:1][N:2]([CH2:3][c:4]1[c:5]([NH2:6])[cH:7][cH:8][cH:9][c:10]1[Br:11])[C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18]\"}",
"reactionStep": {
"id": "sa_f49eda6c1cf86acb6d0c25ec",
"reactionHash": "e577b267974058106ec82aa2a2917db27f56dc34b4c01905c731f274a826dbc7"
},
"children": [
{
"id": "2341",
"routeId": "sa_11f79c8c8de6b8007bed3542",
"moleculeId": "sa_84523433175112640e35cd05",
"parentId": "2340",
"isLeaf": false,
"molecule": {
"id": "sa_84523433175112640e35cd05",
"inchikey": "RDJSMZOMBDWYRJ-UHFFFAOYSA-N",
"smiles": "CN(Cc1c(Br)cccc1[N+](=O)[O-])C(=O)OC(C)(C)C"
},
"smiles": "CN(Cc1c(Br)cccc1[N+](=O)[O-])C(=O)OC(C)(C)C",
"reactionStepId": "sa_5fb624b6a7d3dfecbc657a82",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070149510A1;0249;467659\",\"rsmi\":\"Br[CH2:3][c:4]1[c:5]([Br:6])[cH:7][cH:8][cH:9][c:10]1[N+:11](=[O:12])[O-:13].[CH3:1][NH:2][C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20]>CN(C)C=O.[HH].[Na+]>[CH3:1][N:2]([CH2:3][c:4]1[c:5]([Br:6])[cH:7][cH:8][cH:9][c:10]1[N+:11](=[O:12])[O-:13])[C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20]\"},\"mapped_reaction_smiles\":\"Br[CH2:3][c:4]1[c:5]([Br:6])[cH:7][cH:8][cH:9][c:10]1[N+:11](=[O:12])[O-:13].[CH3:1][NH:2][C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20]>CN(C)C=O.[HH].[Na+]>[CH3:1][N:2]([CH2:3][c:4]1[c:5]([Br:6])[cH:7][cH:8][cH:9][c:10]1[N+:11](=[O:12])[O-:13])[C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20]\"}",
"reactionStep": {
"id": "sa_5fb624b6a7d3dfecbc657a82",
"reactionHash": "2c8a4942ee924ab9d3619a51c39c6e575804c1b8601d12d3195e4b01dfb261e4"
},
"children": [
{
"id": "2342",
"routeId": "sa_11f79c8c8de6b8007bed3542",
"moleculeId": "sa_1c1c7004a07a3e717f278cc7",
"parentId": "2341",
"isLeaf": false,
"molecule": {
"id": "sa_1c1c7004a07a3e717f278cc7",
"inchikey": "JCBTXEUYUWGIMU-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cccc(Br)c1CBr"
},
"smiles": "O=[N+]([O-])c1cccc(Br)c1CBr",
"reactionStepId": "sa_95cbcb088ae19cc12dec5b9c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070149510A1;0177;467653\",\"rsmi\":\"O=C1CCC(=O)N1[Br:12].[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][c:8]([Br:9])[c:10]1[CH3:11]>ClC(Cl)(Cl)Cl.O=C(OOC(=O)c1ccccc1)c1ccccc1>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][c:8]([Br:9])[c:10]1[CH2:11][Br:12]\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:12].[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][c:8]([Br:9])[c:10]1[CH3:11]>ClC(Cl)(Cl)Cl.O=C(OOC(=O)c1ccccc1)c1ccccc1>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][c:8]([Br:9])[c:10]1[CH2:11][Br:12]\"}",
"reactionStep": {
"id": "sa_95cbcb088ae19cc12dec5b9c",
"reactionHash": "f4b65b7f891616905bfd39ba3f1ccb3ff37fda2774120c09aad4f23e5a26189f"
},
"children": [
{
"id": "2343",
"routeId": "sa_11f79c8c8de6b8007bed3542",
"moleculeId": "sa_90c9c3bb1fa1493028852a63",
"parentId": "2342",
"isLeaf": true,
"molecule": {
"id": "sa_90c9c3bb1fa1493028852a63",
"inchikey": "LYTNSGFSAXWBCA-UHFFFAOYSA-N",
"smiles": "Cc1c(Br)cccc1[N+](=O)[O-]"
},
"smiles": "Cc1c(Br)cccc1[N+](=O)[O-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2344",
"routeId": "sa_11f79c8c8de6b8007bed3542",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "2342",
"isLeaf": true,
"molecule": {
"id": "sa_ccdcf23ac83e7a68bfa4f2e5",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "2345",
"routeId": "sa_11f79c8c8de6b8007bed3542",
"moleculeId": "sa_5efaf396b83fbaf80beb62c7",
"parentId": "2341",
"isLeaf": false,
"molecule": {
"id": "sa_5efaf396b83fbaf80beb62c7",
"inchikey": "JHLVEBNWCCKSGY-UHFFFAOYSA-N",
"smiles": "CNC(=O)OC(C)(C)C"
},
"smiles": "CNC(=O)OC(C)(C)C",
"reactionStepId": "sa_cda4e6e0a033714e193ac2f4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070149510A1;0175;467652\",\"rsmi\":\"CC(C)(C)OC(=O)O[C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9].[CH3:1][NH2:2]>C1CCOC1>[CH3:1][NH:2][C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9]\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)O[C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9].[CH3:1][NH2:2]>C1CCOC1>[CH3:1][NH:2][C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9]\"}",
"reactionStep": {
"id": "sa_cda4e6e0a033714e193ac2f4",
"reactionHash": "9fb5cae03a3d45a0e2c0fdc8352a93336d4d657bfd24dd8421370ec3f1e8febe"
},
"children": [
{
"id": "2346",
"routeId": "sa_11f79c8c8de6b8007bed3542",
"moleculeId": "sa_e00cdbb7fb9d3ecf114a19d3",
"parentId": "2345",
"isLeaf": true,
"molecule": {
"id": "sa_e00cdbb7fb9d3ecf114a19d3",
"inchikey": "BAVYZALUXZFZLV-UHFFFAOYSA-N",
"smiles": "CN"
},
"smiles": "CN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2347",
"routeId": "sa_11f79c8c8de6b8007bed3542",
"moleculeId": "sa_b273d4d4546165bca2b249b5",
"parentId": "2345",
"isLeaf": true,
"molecule": {
"id": "sa_b273d4d4546165bca2b249b5",
"inchikey": "DYHSDKLCOJIUFX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"
},
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "2348",
"routeId": "sa_11f79c8c8de6b8007bed3542",
"moleculeId": "sa_a738d4ac02b915176fb27bc1",
"parentId": "2338",
"isLeaf": true,
"molecule": {
"id": "sa_a738d4ac02b915176fb27bc1",
"inchikey": "NVBFHJWHLNUMCV-UHFFFAOYSA-N",
"smiles": "NS(N)(=O)=O"
},
"smiles": "NS(N)(=O)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}