Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COC(=O)c1cc(Cl)c(CNC(C)=O)nc1-c1cccc(F)c1
InChiKey
CPDIPBQOBCYBRL-UHFFFAOYSA-N
Route Signature
56dfea2ba5f2104e0ba4141cf4b78fb6af8b38faf3c8d565caffca95987eae61
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_307f8b363207a689a581d8d0",
"signature": "56dfea2ba5f2104e0ba4141cf4b78fb6af8b38faf3c8d565caffca95987eae61",
"contentHash": "d0791b3a80312c53122fceffebe8ad9ec24a872027bd2be94065d43daa229a81",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_8490baeaa1d6711f068bcc26",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00719",
"moleculeId": "sa_3bbe49763f64a91bc4f2183c",
"smiles": "COC(=O)c1cc(Cl)c(CNC(C)=O)nc1-c1cccc(F)c1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_3bbe49763f64a91bc4f2183c",
"inchikey": "CPDIPBQOBCYBRL-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Cl)c(CNC(C)=O)nc1-c1cccc(F)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "4738",
"routeId": "sa_307f8b363207a689a581d8d0",
"moleculeId": "sa_3bbe49763f64a91bc4f2183c",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_3bbe49763f64a91bc4f2183c",
"inchikey": "CPDIPBQOBCYBRL-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Cl)c(CNC(C)=O)nc1-c1cccc(F)c1"
},
"smiles": "COC(=O)c1cc(Cl)c(CNC(C)=O)nc1-c1cccc(F)c1",
"reactionStepId": "sa_0921a6a8da7712c94e589236",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09193721B2;0431;1697904\",\"rsmi\":\"CC(=O)O[C:18]([CH3:19])=[O:20].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6](-[c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][cH:13]2)[n:14][c:15]([CH2:16][NH2:17])[c:21]([Cl:22])[cH:23]1>CCN(C(C)C)C(C)C.CN(C)C=O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6](-[c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][cH:13]2)[n:14][c:15]([CH2:16][NH:17][C:18]([CH3:19])=[O:20])[c:21]([Cl:22])[cH:23]1\"},\"mapped_reaction_smiles\":\"CC(=O)O[C:18]([CH3:19])=[O:20].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6](-[c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][cH:13]2)[n:14][c:15]([CH2:16][NH2:17])[c:21]([Cl:22])[cH:23]1>CCN(C(C)C)C(C)C.CN(C)C=O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6](-[c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][cH:13]2)[n:14][c:15]([CH2:16][NH:17][C:18]([CH3:19])=[O:20])[c:21]([Cl:22])[cH:23]1\"}",
"reactionStep": {
"id": "sa_0921a6a8da7712c94e589236",
"reactionHash": "3e89affacec2d9b01d740eb191f3682eb88c180a3ee5f0dd1cab87a5a5bfb6e2"
},
"children": [
{
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"moleculeId": "sa_90f773602f8f2673998fada6",
"parentId": "4738",
"isLeaf": false,
"molecule": {
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"inchikey": "MCWIXPNQKQXMNO-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Cl)c(CN)nc1-c1cccc(F)c1"
},
"smiles": "COC(=O)c1cc(Cl)c(CN)nc1-c1cccc(F)c1",
"reactionStepId": "sa_fecb481942f3199ec1867ec2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09193721B2;0413;1697896\",\"rsmi\":\"[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6](-[c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][cH:13]2)[n:14][c:15]([C:16]#[N:17])[c:18]([Cl:19])[cH:20]1>CO.[Pd]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6](-[c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][cH:13]2)[n:14][c:15]([CH2:16][NH2:17])[c:18]([Cl:19])[cH:20]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6](-[c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][cH:13]2)[n:14][c:15]([C:16]#[N:17])[c:18]([Cl:19])[cH:20]1>CO.[Pd]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6](-[c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][cH:13]2)[n:14][c:15]([CH2:16][NH2:17])[c:18]([Cl:19])[cH:20]1\"}",
"reactionStep": {
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"reactionHash": "f03aa6a4a38db15e8d87ae1f2a380a5e983fb9c8b1de92ab5bee09c326b92c54"
},
"children": [
{
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"isLeaf": false,
"molecule": {
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"inchikey": "CSYTZFVQPQUJLG-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Cl)c(C#N)nc1-c1cccc(F)c1"
},
"smiles": "COC(=O)c1cc(Cl)c(C#N)nc1-c1cccc(F)c1",
"reactionStepId": "sa_1e81c34305f250ed57f223ad",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09193721B2;0411;1697895\",\"rsmi\":\"C[C:16]#[N:17].[O-][n+:14]1[c:6](-[c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][cH:13]2)[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:20][c:18]([Cl:19])[cH:15]1>CCN(CC)CC.C[Si](C)(C)C#N>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6](-[c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][cH:13]2)[n:14][c:15]([C:16]#[N:17])[c:18]([Cl:19])[cH:20]1\"},\"mapped_reaction_smiles\":\"C[C:16]#[N:17].[O-][n+:14]1[c:6](-[c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][cH:13]2)[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:20][c:18]([Cl:19])[cH:15]1>CCN(CC)CC.C[Si](C)(C)C#N>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6](-[c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][cH:13]2)[n:14][c:15]([C:16]#[N:17])[c:18]([Cl:19])[cH:20]1\"}",
"reactionStep": {
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"reactionHash": "d7ec57adce182f38b63a681d756ba5c2fb79faf32bc3a69463e554ca59a8aadb"
},
"children": [
{
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"moleculeId": "sa_cceb26d671e471f8a9fc4bee",
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"isLeaf": false,
"molecule": {
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"inchikey": "SIJDEKKASUWHMD-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Cl)c[n+]([O-])c1-c1cccc(F)c1"
},
"smiles": "COC(=O)c1cc(Cl)c[n+]([O-])c1-c1cccc(F)c1",
"reactionStepId": "sa_def74638718fda2092d49054",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09193721B2;0409;1697894\",\"rsmi\":\"CC(=O)O[OH:15].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6](-[c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][cH:13]2)[n:14][cH:16][c:17]([Cl:18])[cH:19]1>>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6](-[c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][cH:13]2)[n+:14]([O-:15])[cH:16][c:17]([Cl:18])[cH:19]1\"},\"mapped_reaction_smiles\":\"CC(=O)O[OH:15].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6](-[c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][cH:13]2)[n:14][cH:16][c:17]([Cl:18])[cH:19]1>>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6](-[c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][cH:13]2)[n+:14]([O-:15])[cH:16][c:17]([Cl:18])[cH:19]1\"}",
"reactionStep": {
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"reactionHash": "1d0e93dadb1e7b006e2653ae48d8d1b892d6bcf84cb69ea8c2f46887d50e3a22"
},
"children": [
{
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"routeId": "sa_307f8b363207a689a581d8d0",
"moleculeId": "sa_c0a42f51dad7e5d573ab2028",
"parentId": "4741",
"isLeaf": false,
"molecule": {
"id": "sa_c0a42f51dad7e5d573ab2028",
"inchikey": "GNPHDRNWTIFENV-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Cl)cnc1-c1cccc(F)c1"
},
"smiles": "COC(=O)c1cc(Cl)cnc1-c1cccc(F)c1",
"reactionStepId": "sa_94e30ce3fa8ec36e53090e02",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09193721B2;0407;1697893\",\"rsmi\":\"Cl[c:6]1[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:18][c:16]([Cl:17])[cH:15][n:14]1.OB(O)[c:7]1[cH:8][c:9]([F:10])[cH:11][cH:12][cH:13]1>C1COCCO1.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6](-[c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][cH:13]2)[n:14][cH:15][c:16]([Cl:17])[cH:18]1\"},\"mapped_reaction_smiles\":\"Cl[c:6]1[c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:18][c:16]([Cl:17])[cH:15][n:14]1.OB(O)[c:7]1[cH:8][c:9]([F:10])[cH:11][cH:12][cH:13]1>C1COCCO1.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6](-[c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][cH:13]2)[n:14][cH:15][c:16]([Cl:17])[cH:18]1\"}",
"reactionStep": {
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"children": [
{
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"moleculeId": "sa_4c3c93826350bdd7c8bf182a",
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"molecule": {
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"inchikey": "CNPFXYWTMBTSSI-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Cl)cnc1Cl"
},
"smiles": "COC(=O)c1cc(Cl)cnc1Cl",
"reactionStepId": "sa_7fe7742b38ef84b9d6300b71",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09193721B2;0405;1697892\",\"rsmi\":\"O[CH3:1].[OH:2][C:3](=[O:4])[c:5]1[c:6]([Cl:7])[n:8][cH:9][c:10]([Cl:11])[cH:12]1>CN(C)C=O.ClCCl.O=C(Cl)C(=O)Cl>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([Cl:7])[n:8][cH:9][c:10]([Cl:11])[cH:12]1\"},\"mapped_reaction_smiles\":\"O[CH3:1].[OH:2][C:3](=[O:4])[c:5]1[c:6]([Cl:7])[n:8][cH:9][c:10]([Cl:11])[cH:12]1>CN(C)C=O.ClCCl.O=C(Cl)C(=O)Cl>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([Cl:7])[n:8][cH:9][c:10]([Cl:11])[cH:12]1\"}",
"reactionStep": {
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"children": [
{
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"molecule": {
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"smiles": "CO"
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"smiles": "CO",
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{
"id": "4745",
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"molecule": {
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"smiles": "O=C(O)c1cc(Cl)cnc1Cl"
},
"smiles": "O=C(O)c1cc(Cl)cnc1Cl",
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{
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"molecule": {
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"smiles": "OB(O)c1cccc(F)c1"
},
"smiles": "OB(O)c1cccc(F)c1",
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},
{
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"molecule": {
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"inchikey": "KFSLWBXXFJQRDL-UHFFFAOYSA-N",
"smiles": "CC(=O)OO"
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"smiles": "CC(=O)OO",
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{
"id": "4748",
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"moleculeId": "sa_94d2c90dcb818823484fce3a",
"parentId": "4740",
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"molecule": {
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"inchikey": "WEVYAHXRMPXWCK-UHFFFAOYSA-N",
"smiles": "CC#N"
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},
{
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"molecule": {
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"inchikey": "WFDIJRYMOXRFFG-UHFFFAOYSA-N",
"smiles": "CC(=O)OC(C)=O"
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"smiles": "CC(=O)OC(C)=O",
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}
}