Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C=C(c1cc(C)c(NC(=O)c2cccc(NC(=O)c3ccccc3C)c2)c(C)c1)C(F)(F)F
InChiKey
FYJHXNSFRZIXNW-UHFFFAOYSA-N
Route Signature
a84b86b2e5826de6f8c16531d31f95dc61a55a78600d7fa9c7f971e60ce15e8e
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_6fff1a71d97dc3186bc5f658",
"signature": "a84b86b2e5826de6f8c16531d31f95dc61a55a78600d7fa9c7f971e60ce15e8e",
"contentHash": "fd0bd46a09d6002208d994e7c96da09b434961d62575e215a07d466e5541da48",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_9d6ea7e228c6ead7b098bdd2",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-03793",
"moleculeId": "sa_2b71962b4480bf32aa80da98",
"smiles": "C=C(c1cc(C)c(NC(=O)c2cccc(NC(=O)c3ccccc3C)c2)c(C)c1)C(F)(F)F",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_2b71962b4480bf32aa80da98",
"inchikey": "FYJHXNSFRZIXNW-UHFFFAOYSA-N",
"smiles": "C=C(c1cc(C)c(NC(=O)c2cccc(NC(=O)c3ccccc3C)c2)c(C)c1)C(F)(F)F"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "2320",
"routeId": "sa_6fff1a71d97dc3186bc5f658",
"moleculeId": "sa_2b71962b4480bf32aa80da98",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_2b71962b4480bf32aa80da98",
"inchikey": "FYJHXNSFRZIXNW-UHFFFAOYSA-N",
"smiles": "C=C(c1cc(C)c(NC(=O)c2cccc(NC(=O)c3ccccc3C)c2)c(C)c1)C(F)(F)F"
},
"smiles": "C=C(c1cc(C)c(NC(=O)c2cccc(NC(=O)c3ccccc3C)c2)c(C)c1)C(F)(F)F",
"reactionStepId": "sa_4bfe2386454122ab8ce86c50",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100048652A1;0183;842524\",\"rsmi\":\"O[C:9](=[O:10])[c:11]1[cH:12][cH:13][cH:14][c:15]([NH:16][C:17](=[O:18])[c:19]2[c:20]([CH3:21])[cH:22][cH:23][cH:24][cH:25]2)[cH:26]1.[CH2:1]=[C:2]([c:3]1[cH:4][c:5]([CH3:6])[c:7]([NH2:8])[c:27]([CH3:28])[cH:29]1)[C:30]([F:31])([F:32])[F:33]>CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C=O.O>[CH2:1]=[C:2]([c:3]1[cH:4][c:5]([CH3:6])[c:7]([NH:8][C:9](=[O:10])[c:11]2[cH:12][cH:13][cH:14][c:15]([NH:16][C:17](=[O:18])[c:19]3[c:20]([CH3:21])[cH:22][cH:23][cH:24][cH:25]3)[cH:26]2)[c:27]([CH3:28])[cH:29]1)[C:30]([F:31])([F:32])[F:33]\"},\"mapped_reaction_smiles\":\"O[C:9](=[O:10])[c:11]1[cH:12][cH:13][cH:14][c:15]([NH:16][C:17](=[O:18])[c:19]2[c:20]([CH3:21])[cH:22][cH:23][cH:24][cH:25]2)[cH:26]1.[CH2:1]=[C:2]([c:3]1[cH:4][c:5]([CH3:6])[c:7]([NH2:8])[c:27]([CH3:28])[cH:29]1)[C:30]([F:31])([F:32])[F:33]>CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C=O.O>[CH2:1]=[C:2]([c:3]1[cH:4][c:5]([CH3:6])[c:7]([NH:8][C:9](=[O:10])[c:11]2[cH:12][cH:13][cH:14][c:15]([NH:16][C:17](=[O:18])[c:19]3[c:20]([CH3:21])[cH:22][cH:23][cH:24][cH:25]3)[cH:26]2)[c:27]([CH3:28])[cH:29]1)[C:30]([F:31])([F:32])[F:33]\"}",
"reactionStep": {
"id": "sa_4bfe2386454122ab8ce86c50",
"reactionHash": "9faaeb1a82d085c3d9bbc487dc1205e2ec5eb188c2f204072f54cfebcbd15306"
},
"children": [
{
"id": "2321",
"routeId": "sa_6fff1a71d97dc3186bc5f658",
"moleculeId": "sa_3ae35c19781609c499b8d14b",
"parentId": "2320",
"isLeaf": false,
"molecule": {
"id": "sa_3ae35c19781609c499b8d14b",
"inchikey": "KQMIKDHAHTVLBQ-UHFFFAOYSA-N",
"smiles": "C=C(c1cc(C)c(N)c(C)c1)C(F)(F)F"
},
"smiles": "C=C(c1cc(C)c(N)c(C)c1)C(F)(F)F",
"reactionStepId": "sa_ae74809b45035bd9b251a1fc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100048652A1;0172;842521\",\"rsmi\":\"Br[C:2](=[CH2:1])[C:12]([F:13])([F:14])[F:15].CC1(C)OB([c:3]2[cH:4][c:5]([CH3:6])[c:7]([NH2:8])[c:9]([CH3:10])[cH:11]2)OC1(C)C>C1CCOC1.COCCOC.Cl[Pd]Cl.[Na+].O.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH2:1]=[C:2]([c:3]1[cH:4][c:5]([CH3:6])[c:7]([NH2:8])[c:9]([CH3:10])[cH:11]1)[C:12]([F:13])([F:14])[F:15]\"},\"mapped_reaction_smiles\":\"Br[C:2](=[CH2:1])[C:12]([F:13])([F:14])[F:15].CC1(C)OB([c:3]2[cH:4][c:5]([CH3:6])[c:7]([NH2:8])[c:9]([CH3:10])[cH:11]2)OC1(C)C>C1CCOC1.COCCOC.Cl[Pd]Cl.[Na+].O.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH2:1]=[C:2]([c:3]1[cH:4][c:5]([CH3:6])[c:7]([NH2:8])[c:9]([CH3:10])[cH:11]1)[C:12]([F:13])([F:14])[F:15]\"}",
"reactionStep": {
"id": "sa_ae74809b45035bd9b251a1fc",
"reactionHash": "dca75618db1bca3698db062f7cc37275965ba6da1ccc4846d38ac81e925ba1b0"
},
"children": [
{
"id": "2322",
"routeId": "sa_6fff1a71d97dc3186bc5f658",
"moleculeId": "sa_274c0413e0da80d02b32eb8f",
"parentId": "2321",
"isLeaf": true,
"molecule": {
"id": "sa_274c0413e0da80d02b32eb8f",
"inchikey": "QKBKGNDTLQFSEU-UHFFFAOYSA-N",
"smiles": "C=C(Br)C(F)(F)F"
},
"smiles": "C=C(Br)C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2323",
"routeId": "sa_6fff1a71d97dc3186bc5f658",
"moleculeId": "sa_80f0c51d46a1d778be4e0f4a",
"parentId": "2321",
"isLeaf": false,
"molecule": {
"id": "sa_80f0c51d46a1d778be4e0f4a",
"inchikey": "SBYDVNRAKVMVMG-UHFFFAOYSA-N",
"smiles": "Cc1cc(B2OC(C)(C)C(C)(C)O2)cc(C)c1N"
},
"smiles": "Cc1cc(B2OC(C)(C)C(C)(C)O2)cc(C)c1N",
"reactionStepId": "sa_6f52c30003dcdd54b86b9651",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100048652A1;0169;842520\",\"rsmi\":\"Br[c:4]1[cH:3][c:2]([CH3:1])[c:17]([NH2:18])[c:15]([CH3:16])[cH:14]1.CC1(C)OB([B:5]2[O:6][C:7]([CH3:8])([CH3:9])[C:10]([CH3:11])([CH3:12])[O:13]2)OC1(C)C>C1COCCO1.CC(=O)O.Cl[Pd]Cl.[Fe+2].[Fe+2].[K+]>[CH3:1][c:2]1[cH:3][c:4]([B:5]2[O:6][C:7]([CH3:8])([CH3:9])[C:10]([CH3:11])([CH3:12])[O:13]2)[cH:14][c:15]([CH3:16])[c:17]1[NH2:18]\"},\"mapped_reaction_smiles\":\"Br[c:4]1[cH:3][c:2]([CH3:1])[c:17]([NH2:18])[c:15]([CH3:16])[cH:14]1.CC1(C)OB([B:5]2[O:6][C:7]([CH3:8])([CH3:9])[C:10]([CH3:11])([CH3:12])[O:13]2)OC1(C)C>C1COCCO1.CC(=O)O.Cl[Pd]Cl.[Fe+2].[Fe+2].[K+]>[CH3:1][c:2]1[cH:3][c:4]([B:5]2[O:6][C:7]([CH3:8])([CH3:9])[C:10]([CH3:11])([CH3:12])[O:13]2)[cH:14][c:15]([CH3:16])[c:17]1[NH2:18]\"}",
"reactionStep": {
"id": "sa_6f52c30003dcdd54b86b9651",
"reactionHash": "9ec22659113ed2c1356c769e25e61c9307097eea48734098bc909cd9203c2dab"
},
"children": [
{
"id": "2324",
"routeId": "sa_6fff1a71d97dc3186bc5f658",
"moleculeId": "sa_e6c301388ac142801d4af5a2",
"parentId": "2323",
"isLeaf": true,
"molecule": {
"id": "sa_e6c301388ac142801d4af5a2",
"inchikey": "IPWKHHSGDUIRAH-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C"
},
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2325",
"routeId": "sa_6fff1a71d97dc3186bc5f658",
"moleculeId": "sa_3da41d08f9baa9664ce99caa",
"parentId": "2323",
"isLeaf": true,
"molecule": {
"id": "sa_3da41d08f9baa9664ce99caa",
"inchikey": "QGLAYJCJLHNIGJ-UHFFFAOYSA-N",
"smiles": "Cc1cc(Br)cc(C)c1N"
},
"smiles": "Cc1cc(Br)cc(C)c1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "2326",
"routeId": "sa_6fff1a71d97dc3186bc5f658",
"moleculeId": "sa_d6eb117b3b9000c304981562",
"parentId": "2320",
"isLeaf": false,
"molecule": {
"id": "sa_d6eb117b3b9000c304981562",
"inchikey": "RTOUUPJMPMOWLJ-UHFFFAOYSA-N",
"smiles": "Cc1ccccc1C(=O)Nc1cccc(C(=O)O)c1"
},
"smiles": "Cc1ccccc1C(=O)Nc1cccc(C(=O)O)c1",
"reactionStepId": "sa_d0fa4a5e2dd6b1dfa515b562",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100048652A1;0179;842523\",\"rsmi\":\"C[O:14][C:12]([c:11]1[cH:10][cH:9][cH:8][c:7]([NH:6][C:4]([c:3]2[c:2]([CH3:1])[cH:19][cH:18][cH:17][cH:16]2)=[O:5])[cH:15]1)=[O:13]>C1CCOC1.O.O.[Li+].O>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[NH:6][c:7]2[cH:8][cH:9][cH:10][c:11]([C:12](=[O:13])[OH:14])[cH:15]2)[cH:16][cH:17][cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"C[O:14][C:12]([c:11]1[cH:10][cH:9][cH:8][c:7]([NH:6][C:4]([c:3]2[c:2]([CH3:1])[cH:19][cH:18][cH:17][cH:16]2)=[O:5])[cH:15]1)=[O:13]>C1CCOC1.O.O.[Li+].O>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[NH:6][c:7]2[cH:8][cH:9][cH:10][c:11]([C:12](=[O:13])[OH:14])[cH:15]2)[cH:16][cH:17][cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_d0fa4a5e2dd6b1dfa515b562",
"reactionHash": "cae30a735ce92f0e0ab916556351324d88a50c356136d26721e7f7af4fcc4366"
},
"children": [
{
"id": "2327",
"routeId": "sa_6fff1a71d97dc3186bc5f658",
"moleculeId": "sa_642dfaea79b6add87ffca5be",
"parentId": "2326",
"isLeaf": false,
"molecule": {
"id": "sa_642dfaea79b6add87ffca5be",
"inchikey": "WYLDWRUBVRBCNQ-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cccc(NC(=O)c2ccccc2C)c1"
},
"smiles": "COC(=O)c1cccc(NC(=O)c2ccccc2C)c1",
"reactionStepId": "sa_2978612f343f71a38adaa2e8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100048652A1;0175;842522\",\"rsmi\":\"Cl[C:9](=[O:10])[c:11]1[c:12]([CH3:13])[cH:14][cH:15][cH:16][cH:17]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([NH2:8])[cH:18][cH:19][cH:20]1>CCN(CC)CC.CCOC(C)=O.Cc1ccccc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([NH:8][C:9](=[O:10])[c:11]2[c:12]([CH3:13])[cH:14][cH:15][cH:16][cH:17]2)[cH:18][cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"Cl[C:9](=[O:10])[c:11]1[c:12]([CH3:13])[cH:14][cH:15][cH:16][cH:17]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([NH2:8])[cH:18][cH:19][cH:20]1>CCN(CC)CC.CCOC(C)=O.Cc1ccccc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([NH:8][C:9](=[O:10])[c:11]2[c:12]([CH3:13])[cH:14][cH:15][cH:16][cH:17]2)[cH:18][cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_2978612f343f71a38adaa2e8",
"reactionHash": "b2cb76cac0e71c3f9b659cfa0f1564879541bd976f7b852700e4243d5b11cbdf"
},
"children": [
{
"id": "2328",
"routeId": "sa_6fff1a71d97dc3186bc5f658",
"moleculeId": "sa_44d580304528d4ba886e64d7",
"parentId": "2327",
"isLeaf": true,
"molecule": {
"id": "sa_44d580304528d4ba886e64d7",
"inchikey": "GPZXFICWCMCQPF-UHFFFAOYSA-N",
"smiles": "Cc1ccccc1C(=O)Cl"
},
"smiles": "Cc1ccccc1C(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2329",
"routeId": "sa_6fff1a71d97dc3186bc5f658",
"moleculeId": "sa_3434223da492f7f6f1bc173e",
"parentId": "2327",
"isLeaf": true,
"molecule": {
"id": "sa_3434223da492f7f6f1bc173e",
"inchikey": "VZDNXXPBYLGWOS-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cccc(N)c1"
},
"smiles": "COC(=O)c1cccc(N)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}