Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COC(=O)c1ccc(F)c(C2=CCC3(CC2)OCCO3)n1
InChiKey
UWVHKKWUZDYEAW-UHFFFAOYSA-N
Route Signature
db2db72c139fc4a369913e3966c5c4a3646284b3a009d9516bb68bfdee6d4526
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_69e1f22c22308e7019b24733",
"signature": "db2db72c139fc4a369913e3966c5c4a3646284b3a009d9516bb68bfdee6d4526",
"contentHash": "8febee877aadeb43f87eb61adeacb32cd4564ed74217e7dbfe91d5189bfa582f",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_5a79e8199d59cd55298bda69",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01460",
"moleculeId": "sa_2320cd2b4f5077b2ea8712b2",
"smiles": "COC(=O)c1ccc(F)c(C2=CCC3(CC2)OCCO3)n1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_2320cd2b4f5077b2ea8712b2",
"inchikey": "UWVHKKWUZDYEAW-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(F)c(C2=CCC3(CC2)OCCO3)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10200",
"routeId": "sa_69e1f22c22308e7019b24733",
"moleculeId": "sa_2320cd2b4f5077b2ea8712b2",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_2320cd2b4f5077b2ea8712b2",
"inchikey": "UWVHKKWUZDYEAW-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(F)c(C2=CCC3(CC2)OCCO3)n1"
},
"smiles": "COC(=O)c1ccc(F)c(C2=CCC3(CC2)OCCO3)n1",
"reactionStepId": "sa_958261c14569b1ee941df48b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120134987A1;0397;1220759\",\"rsmi\":\"O[CH3:1].[OH:2][C:3](=[O:4])[c:5]1[n:6][c:7]([C:8]2=[CH:9][CH2:10][C:11]3([CH2:12][CH2:13]2)[O:14][CH2:15][CH2:16][O:17]3)[c:18]([F:19])[cH:20][cH:21]1>CCN=C=NCCCN(C)C.CCOC(C)=O.CN(C)c1ccncc1.Cl.ClCCl>[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][c:7]([C:8]2=[CH:9][CH2:10][C:11]3([CH2:12][CH2:13]2)[O:14][CH2:15][CH2:16][O:17]3)[c:18]([F:19])[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"O[CH3:1].[OH:2][C:3](=[O:4])[c:5]1[n:6][c:7]([C:8]2=[CH:9][CH2:10][C:11]3([CH2:12][CH2:13]2)[O:14][CH2:15][CH2:16][O:17]3)[c:18]([F:19])[cH:20][cH:21]1>CCN=C=NCCCN(C)C.CCOC(C)=O.CN(C)c1ccncc1.Cl.ClCCl>[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][c:7]([C:8]2=[CH:9][CH2:10][C:11]3([CH2:12][CH2:13]2)[O:14][CH2:15][CH2:16][O:17]3)[c:18]([F:19])[cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_958261c14569b1ee941df48b",
"reactionHash": "d8118dc0ffad432c4ff8e0ad41e484d29ae5c59962cb9922dd01a783dae81e42"
},
"children": [
{
"id": "10201",
"routeId": "sa_69e1f22c22308e7019b24733",
"moleculeId": "sa_23e0be76baeb15f23d9d50b4",
"parentId": "10200",
"isLeaf": false,
"molecule": {
"id": "sa_23e0be76baeb15f23d9d50b4",
"inchikey": "CUBQQMVNYBVYFB-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(F)c(C2=CCC3(CC2)OCCO3)n1"
},
"smiles": "O=C(O)c1ccc(F)c(C2=CCC3(CC2)OCCO3)n1",
"reactionStepId": "sa_1f8e6bfe5245c2abda6559fc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120134987A1;0395;1220758\",\"rsmi\":\"Br[c:6]1[n:5][c:4]([C:2](=[O:1])[OH:3])[cH:20][cH:19][c:17]1[F:18].CC1(C)OB([C:7]2=[CH:8][CH2:9][C:10]3([CH2:11][CH2:12]2)[O:13][CH2:14][CH2:15][O:16]3)OC1(C)C>ClCCl.Cl[Pd]Cl.[Fe+2]>[O:1]=[C:2]([OH:3])[c:4]1[n:5][c:6]([C:7]2=[CH:8][CH2:9][C:10]3([CH2:11][CH2:12]2)[O:13][CH2:14][CH2:15][O:16]3)[c:17]([F:18])[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"Br[c:6]1[n:5][c:4]([C:2](=[O:1])[OH:3])[cH:20][cH:19][c:17]1[F:18].CC1(C)OB([C:7]2=[CH:8][CH2:9][C:10]3([CH2:11][CH2:12]2)[O:13][CH2:14][CH2:15][O:16]3)OC1(C)C>ClCCl.Cl[Pd]Cl.[Fe+2]>[O:1]=[C:2]([OH:3])[c:4]1[n:5][c:6]([C:7]2=[CH:8][CH2:9][C:10]3([CH2:11][CH2:12]2)[O:13][CH2:14][CH2:15][O:16]3)[c:17]([F:18])[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_1f8e6bfe5245c2abda6559fc",
"reactionHash": "cb47b5a251ee19d5c6c8a68da7b5ab2da8cf959aac37b4519379e4089e1fb52b"
},
"children": [
{
"id": "10202",
"routeId": "sa_69e1f22c22308e7019b24733",
"moleculeId": "sa_a42cd22533ac676acfaad735",
"parentId": "10201",
"isLeaf": false,
"molecule": {
"id": "sa_a42cd22533ac676acfaad735",
"inchikey": "JCHWHOHZZYWUMP-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(C2=CCC3(CC2)OCCO3)OC1(C)C"
},
"smiles": "CC1(C)OB(C2=CCC3(CC2)OCCO3)OC1(C)C",
"reactionStepId": "sa_991d79a8afbb6f89135d7e1b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120134987A1;0183;1220672\",\"rsmi\":\"CC1(C)OB([B:5]2[O:4][C:2]([CH3:1])([CH3:3])[C:17]([CH3:18])([CH3:19])[O:16]2)OC1(C)C.O=S(=O)(O[C:6]1=[CH:7][CH2:8][C:9]2([CH2:10][CH2:11]1)[O:12][CH2:13][CH2:14][O:15]2)C(F)(F)F>C1COCCO1.CC(=O)O.ClCCl.Cl[Pd]Cl.[Fe+2].[K+]>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([C:6]2=[CH:7][CH2:8][C:9]3([CH2:10][CH2:11]2)[O:12][CH2:13][CH2:14][O:15]3)[O:16][C:17]1([CH3:18])[CH3:19]\"},\"mapped_reaction_smiles\":\"CC1(C)OB([B:5]2[O:4][C:2]([CH3:1])([CH3:3])[C:17]([CH3:18])([CH3:19])[O:16]2)OC1(C)C.O=S(=O)(O[C:6]1=[CH:7][CH2:8][C:9]2([CH2:10][CH2:11]1)[O:12][CH2:13][CH2:14][O:15]2)C(F)(F)F>C1COCCO1.CC(=O)O.ClCCl.Cl[Pd]Cl.[Fe+2].[K+]>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([C:6]2=[CH:7][CH2:8][C:9]3([CH2:10][CH2:11]2)[O:12][CH2:13][CH2:14][O:15]3)[O:16][C:17]1([CH3:18])[CH3:19]\"}",
"reactionStep": {
"id": "sa_991d79a8afbb6f89135d7e1b",
"reactionHash": "ca5e8701e6639e247a595b06f24e98ec7685f1e60c9da9431cc75dccea3c6809"
},
"children": [
{
"id": "10203",
"routeId": "sa_69e1f22c22308e7019b24733",
"moleculeId": "sa_e6c301388ac142801d4af5a2",
"parentId": "10202",
"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": "10204",
"routeId": "sa_69e1f22c22308e7019b24733",
"moleculeId": "sa_8a222a28e22e567b57b7e0e6",
"parentId": "10202",
"isLeaf": true,
"molecule": {
"id": "sa_8a222a28e22e567b57b7e0e6",
"inchikey": "NOLMGELTBIIGOL-UHFFFAOYSA-N",
"smiles": "O=S(=O)(OC1=CCC2(CC1)OCCO2)C(F)(F)F"
},
"smiles": "O=S(=O)(OC1=CCC2(CC1)OCCO2)C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "10205",
"routeId": "sa_69e1f22c22308e7019b24733",
"moleculeId": "sa_a4e7e0f1e7745e8f9f76cc84",
"parentId": "10201",
"isLeaf": false,
"molecule": {
"id": "sa_a4e7e0f1e7745e8f9f76cc84",
"inchikey": "UVDJYBXHNFJTME-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(F)c(Br)n1"
},
"smiles": "O=C(O)c1ccc(F)c(Br)n1",
"reactionStepId": "sa_af741011f7fe2da6e1fca244",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120134987A1;0409;1220765\",\"rsmi\":\"O=[Mn](=O)(O)=[O:1].[CH3:2][c:4]1[n:5][c:6]([Br:7])[c:8]([F:9])[cH:10][cH:11]1.[OH2:3]>[K+]>[O:1]=[C:2]([OH:3])[c:4]1[n:5][c:6]([Br:7])[c:8]([F:9])[cH:10][cH:11]1\"},\"mapped_reaction_smiles\":\"O=[Mn](=O)(O)=[O:1].[CH3:2][c:4]1[n:5][c:6]([Br:7])[c:8]([F:9])[cH:10][cH:11]1.[OH2:3]>[K+]>[O:1]=[C:2]([OH:3])[c:4]1[n:5][c:6]([Br:7])[c:8]([F:9])[cH:10][cH:11]1\"}",
"reactionStep": {
"id": "sa_af741011f7fe2da6e1fca244",
"reactionHash": "6cc6ed3fc50afd7ed09a62a0fe9ad8cacd49985524bdc2bc2a99318c4af4ed29"
},
"children": [
{
"id": "10206",
"routeId": "sa_69e1f22c22308e7019b24733",
"moleculeId": "sa_41225f40f74bc49ef989796e",
"parentId": "10205",
"isLeaf": true,
"molecule": {
"id": "sa_41225f40f74bc49ef989796e",
"inchikey": "KKVUMKHUMBXLMH-UHFFFAOYSA-N",
"smiles": "Cc1ccc(F)c(Br)n1"
},
"smiles": "Cc1ccc(F)c(Br)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10207",
"routeId": "sa_69e1f22c22308e7019b24733",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "10205",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10208",
"routeId": "sa_69e1f22c22308e7019b24733",
"moleculeId": "sa_c235d92b33926b3ed160d151",
"parentId": "10205",
"isLeaf": true,
"molecule": {
"id": "sa_c235d92b33926b3ed160d151",
"inchikey": "ZJBYBXHCMWGGRR-UHFFFAOYSA-M",
"smiles": "[O]=[Mn](=[O])(=[O])[OH]"
},
"smiles": "[O]=[Mn](=[O])(=[O])[OH]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "10209",
"routeId": "sa_69e1f22c22308e7019b24733",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "10200",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}