Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC1(C)C=C(c2c(F)cccc2N2CCN(CC3CCOCC3)CC2)CC(C)(C)C1
InChiKey
HQPYIYMELCLAKN-UHFFFAOYSA-N
Route Signature
8d3384d1e19c4916e32b551e779020191714845f96bba317e383b9eeee99708f
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_6b80d6b3c275e8c7677775c9",
"signature": "8d3384d1e19c4916e32b551e779020191714845f96bba317e383b9eeee99708f",
"contentHash": "5590c9fec707994f269c1612389bb9e7932c391813b79a03c3a1d4fa61a67f2a",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_dca9b4a07676ec027a676f1e",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00424",
"moleculeId": "sa_0db6d927d2f8cbecb7caf849",
"smiles": "CC1(C)C=C(c2c(F)cccc2N2CCN(CC3CCOCC3)CC2)CC(C)(C)C1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_0db6d927d2f8cbecb7caf849",
"inchikey": "HQPYIYMELCLAKN-UHFFFAOYSA-N",
"smiles": "CC1(C)C=C(c2c(F)cccc2N2CCN(CC3CCOCC3)CC2)CC(C)(C)C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "4278",
"routeId": "sa_6b80d6b3c275e8c7677775c9",
"moleculeId": "sa_0db6d927d2f8cbecb7caf849",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0db6d927d2f8cbecb7caf849",
"inchikey": "HQPYIYMELCLAKN-UHFFFAOYSA-N",
"smiles": "CC1(C)C=C(c2c(F)cccc2N2CCN(CC3CCOCC3)CC2)CC(C)(C)C1"
},
"smiles": "CC1(C)C=C(c2c(F)cccc2N2CCN(CC3CCOCC3)CC2)CC(C)(C)C1",
"reactionStepId": "sa_a48a78b0f124fb44429f922e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070112002A1;1957;458130\",\"rsmi\":\"O=[CH:12][CH:13]1[CH2:14][CH2:15][O:16][CH2:17][CH2:18]1.[CH3:1][C:2]1([CH3:3])[CH:4]=[C:5]([c:6]2[c:7]([N:8]3[CH2:9][CH2:10][NH:11][CH2:19][CH2:20]3)[cH:21][cH:22][cH:23][c:24]2[F:25])[CH2:26][C:27]([CH3:28])([CH3:29])[CH2:30]1>C1CCOC1.CC(=O)O.CC(=O)OB(OC(C)=O)OC(C)=O.CCOC(C)=O.O.O=C(O)O.[Na+].[Na+]>[CH3:1][C:2]1([CH3:3])[CH:4]=[C:5]([c:6]2[c:7]([N:8]3[CH2:9][CH2:10][N:11]([CH2:12][CH:13]4[CH2:14][CH2:15][O:16][CH2:17][CH2:18]4)[CH2:19][CH2:20]3)[cH:21][cH:22][cH:23][c:24]2[F:25])[CH2:26][C:27]([CH3:28])([CH3:29])[CH2:30]1\"},\"mapped_reaction_smiles\":\"O=[CH:12][CH:13]1[CH2:14][CH2:15][O:16][CH2:17][CH2:18]1.[CH3:1][C:2]1([CH3:3])[CH:4]=[C:5]([c:6]2[c:7]([N:8]3[CH2:9][CH2:10][NH:11][CH2:19][CH2:20]3)[cH:21][cH:22][cH:23][c:24]2[F:25])[CH2:26][C:27]([CH3:28])([CH3:29])[CH2:30]1>C1CCOC1.CC(=O)O.CC(=O)OB(OC(C)=O)OC(C)=O.CCOC(C)=O.O.O=C(O)O.[Na+].[Na+]>[CH3:1][C:2]1([CH3:3])[CH:4]=[C:5]([c:6]2[c:7]([N:8]3[CH2:9][CH2:10][N:11]([CH2:12][CH:13]4[CH2:14][CH2:15][O:16][CH2:17][CH2:18]4)[CH2:19][CH2:20]3)[cH:21][cH:22][cH:23][c:24]2[F:25])[CH2:26][C:27]([CH3:28])([CH3:29])[CH2:30]1\"}",
"reactionStep": {
"id": "sa_a48a78b0f124fb44429f922e",
"reactionHash": "5fa19e8a5ed5ba36693e68304292f5fdb2c413cc0c18ccc9b7c956dab2a6a656"
},
"children": [
{
"id": "4279",
"routeId": "sa_6b80d6b3c275e8c7677775c9",
"moleculeId": "sa_401197bc7f0de1967ff68e78",
"parentId": "4278",
"isLeaf": true,
"molecule": {
"id": "sa_401197bc7f0de1967ff68e78",
"inchikey": "CXLGNJCMPWUZKM-UHFFFAOYSA-N",
"smiles": "O=CC1CCOCC1"
},
"smiles": "O=CC1CCOCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4280",
"routeId": "sa_6b80d6b3c275e8c7677775c9",
"moleculeId": "sa_4b2d40813cea8f1ae915773e",
"parentId": "4278",
"isLeaf": false,
"molecule": {
"id": "sa_4b2d40813cea8f1ae915773e",
"inchikey": "KJTVLTOOXNGXQR-UHFFFAOYSA-N",
"smiles": "CC1(C)C=C(c2c(F)cccc2N2CCNCC2)CC(C)(C)C1"
},
"smiles": "CC1(C)C=C(c2c(F)cccc2N2CCNCC2)CC(C)(C)C1",
"reactionStepId": "sa_4cfb5e9dca3a6c83dc436d94",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070112002A1;1953;458129\",\"rsmi\":\"Cl[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]Cl.[CH3:1][C:2]1([CH3:3])[CH:4]=[C:5]([c:6]2[c:7]([NH2:8])[cH:14][cH:15][cH:16][c:17]2[F:18])[CH2:19][C:20]([CH3:21])([CH3:22])[CH2:23]1>Cl.Clc1ccccc1Cl>[CH3:1][C:2]1([CH3:3])[CH:4]=[C:5]([c:6]2[c:7]([N:8]3[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]3)[cH:14][cH:15][cH:16][c:17]2[F:18])[CH2:19][C:20]([CH3:21])([CH3:22])[CH2:23]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]Cl.[CH3:1][C:2]1([CH3:3])[CH:4]=[C:5]([c:6]2[c:7]([NH2:8])[cH:14][cH:15][cH:16][c:17]2[F:18])[CH2:19][C:20]([CH3:21])([CH3:22])[CH2:23]1>Cl.Clc1ccccc1Cl>[CH3:1][C:2]1([CH3:3])[CH:4]=[C:5]([c:6]2[c:7]([N:8]3[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]3)[cH:14][cH:15][cH:16][c:17]2[F:18])[CH2:19][C:20]([CH3:21])([CH3:22])[CH2:23]1\"}",
"reactionStep": {
"id": "sa_4cfb5e9dca3a6c83dc436d94",
"reactionHash": "622ddd7852dc62174eadd2e0a283388c091cce868dbac9515f688e128cb1c2b1"
},
"children": [
{
"id": "4281",
"routeId": "sa_6b80d6b3c275e8c7677775c9",
"moleculeId": "sa_71e5869a6257684a5e4663a0",
"parentId": "4280",
"isLeaf": false,
"molecule": {
"id": "sa_71e5869a6257684a5e4663a0",
"inchikey": "COHRGSYZGYPUJQ-UHFFFAOYSA-N",
"smiles": "CC1(C)C=C(c2c(N)cccc2F)CC(C)(C)C1"
},
"smiles": "CC1(C)C=C(c2c(N)cccc2F)CC(C)(C)C1",
"reactionStepId": "sa_e8a082e9ed1952bed6c392ef",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070112002A1;1949;458128\",\"rsmi\":\"O=[N+:8]([O-])[c:7]1[c:6]([C:5]2=[CH:4][C:2]([CH3:1])([CH3:3])[CH2:18][C:15]([CH3:16])([CH3:17])[CH2:14]2)[c:12]([F:13])[cH:11][cH:10][cH:9]1>CCO.O.Cl.[Fe].N>[CH3:1][C:2]1([CH3:3])[CH:4]=[C:5]([c:6]2[c:7]([NH2:8])[cH:9][cH:10][cH:11][c:12]2[F:13])[CH2:14][C:15]([CH3:16])([CH3:17])[CH2:18]1\"},\"mapped_reaction_smiles\":\"O=[N+:8]([O-])[c:7]1[c:6]([C:5]2=[CH:4][C:2]([CH3:1])([CH3:3])[CH2:18][C:15]([CH3:16])([CH3:17])[CH2:14]2)[c:12]([F:13])[cH:11][cH:10][cH:9]1>CCO.O.Cl.[Fe].N>[CH3:1][C:2]1([CH3:3])[CH:4]=[C:5]([c:6]2[c:7]([NH2:8])[cH:9][cH:10][cH:11][c:12]2[F:13])[CH2:14][C:15]([CH3:16])([CH3:17])[CH2:18]1\"}",
"reactionStep": {
"id": "sa_e8a082e9ed1952bed6c392ef",
"reactionHash": "8a25ff31759e8222fa76c4ea328555892bed759b8a59c4b4a940903e15fed7c5"
},
"children": [
{
"id": "4282",
"routeId": "sa_6b80d6b3c275e8c7677775c9",
"moleculeId": "sa_c4c5d3f0fe99f7817496f39b",
"parentId": "4281",
"isLeaf": false,
"molecule": {
"id": "sa_c4c5d3f0fe99f7817496f39b",
"inchikey": "LVSLGOGSTODMNE-UHFFFAOYSA-N",
"smiles": "CC1(C)C=C(c2c(F)cccc2[N+](=O)[O-])CC(C)(C)C1"
},
"smiles": "CC1(C)C=C(c2c(F)cccc2[N+](=O)[O-])CC(C)(C)C1",
"reactionStepId": "sa_e9575b7dbc983f8840fecc0b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070112002A1;1945;458127\",\"rsmi\":\"CC1(C)OB([C:5]2=[CH:4][C:2]([CH3:1])([CH3:3])[CH2:20][C:17]([CH3:18])([CH3:19])[CH2:16]2)OC1(C)C.O=S(=O)(O[c:6]1[c:7]([F:8])[cH:9][cH:10][cH:11][c:12]1[N+:13](=[O:14])[O-:15])C(F)(F)F>CCO.CCOC(C)=O.Cc1ccccc1.O.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]1([CH3:3])[CH:4]=[C:5]([c:6]2[c:7]([F:8])[cH:9][cH:10][cH:11][c:12]2[N+:13](=[O:14])[O-:15])[CH2:16][C:17]([CH3:18])([CH3:19])[CH2:20]1\"},\"mapped_reaction_smiles\":\"CC1(C)OB([C:5]2=[CH:4][C:2]([CH3:1])([CH3:3])[CH2:20][C:17]([CH3:18])([CH3:19])[CH2:16]2)OC1(C)C.O=S(=O)(O[c:6]1[c:7]([F:8])[cH:9][cH:10][cH:11][c:12]1[N+:13](=[O:14])[O-:15])C(F)(F)F>CCO.CCOC(C)=O.Cc1ccccc1.O.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]1([CH3:3])[CH:4]=[C:5]([c:6]2[c:7]([F:8])[cH:9][cH:10][cH:11][c:12]2[N+:13](=[O:14])[O-:15])[CH2:16][C:17]([CH3:18])([CH3:19])[CH2:20]1\"}",
"reactionStep": {
"id": "sa_e9575b7dbc983f8840fecc0b",
"reactionHash": "723e6d52dd66299cc4febbff38d715ed97fda2727b53b74f9cd23528670d5128"
},
"children": [
{
"id": "4283",
"routeId": "sa_6b80d6b3c275e8c7677775c9",
"moleculeId": "sa_d2b5b15aa5aa9477b08e962f",
"parentId": "4282",
"isLeaf": false,
"molecule": {
"id": "sa_d2b5b15aa5aa9477b08e962f",
"inchikey": "MLUAXAYJASIOBN-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cccc(F)c1OS(=O)(=O)C(F)(F)F"
},
"smiles": "O=[N+]([O-])c1cccc(F)c1OS(=O)(=O)C(F)(F)F",
"reactionStepId": "sa_adde7ae993f8b92e4c032ef1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070112002A1;1941;458126\",\"rsmi\":\"O=S(=O)(O[S:12](=[O:13])(=[O:14])[C:15]([F:16])([F:17])[F:18])C(F)(F)F.[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][c:8]([F:9])[c:10]1[OH:11]>CCN(CC)CC.CCOC(C)=O.ClCCl.O.Cl.N>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][c:8]([F:9])[c:10]1[O:11][S:12](=[O:13])(=[O:14])[C:15]([F:16])([F:17])[F:18]\"},\"mapped_reaction_smiles\":\"O=S(=O)(O[S:12](=[O:13])(=[O:14])[C:15]([F:16])([F:17])[F:18])C(F)(F)F.[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][c:8]([F:9])[c:10]1[OH:11]>CCN(CC)CC.CCOC(C)=O.ClCCl.O.Cl.N>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][cH:7][c:8]([F:9])[c:10]1[O:11][S:12](=[O:13])(=[O:14])[C:15]([F:16])([F:17])[F:18]\"}",
"reactionStep": {
"id": "sa_adde7ae993f8b92e4c032ef1",
"reactionHash": "071cc8360a31c05870f732f03c139d49613f92b16a4aa52fb72d13ff542ca402"
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"children": [
{
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"routeId": "sa_6b80d6b3c275e8c7677775c9",
"moleculeId": "sa_710e17913cdcc39f196aed9b",
"parentId": "4283",
"isLeaf": true,
"molecule": {
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"inchikey": "HIGRXCJEFUYRNW-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cccc(F)c1O"
},
"smiles": "O=[N+]([O-])c1cccc(F)c1O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4285",
"routeId": "sa_6b80d6b3c275e8c7677775c9",
"moleculeId": "sa_d8869d189c1f39359fac1c8b",
"parentId": "4283",
"isLeaf": true,
"molecule": {
"id": "sa_d8869d189c1f39359fac1c8b",
"inchikey": "WJKHJLXJJJATHN-UHFFFAOYSA-N",
"smiles": "O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F"
},
"smiles": "O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
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}
]
},
{
"id": "4286",
"routeId": "sa_6b80d6b3c275e8c7677775c9",
"moleculeId": "sa_6bfd478ed3889904efc37990",
"parentId": "4282",
"isLeaf": true,
"molecule": {
"id": "sa_6bfd478ed3889904efc37990",
"inchikey": "XVMFBRCBEYKITB-UHFFFAOYSA-N",
"smiles": "CC1(C)C=C(B2OC(C)(C)C(C)(C)O2)CC(C)(C)C1"
},
"smiles": "CC1(C)C=C(B2OC(C)(C)C(C)(C)O2)CC(C)(C)C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "4287",
"routeId": "sa_6b80d6b3c275e8c7677775c9",
"moleculeId": "sa_0ebfe7e2bd313e19743683d0",
"parentId": "4280",
"isLeaf": true,
"molecule": {
"id": "sa_0ebfe7e2bd313e19743683d0",
"inchikey": "TXFLGZOGNOOEFZ-UHFFFAOYSA-N",
"smiles": "ClCCNCCCl"
},
"smiles": "ClCCNCCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}