Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C#CCC(NC(=O)NCCCl)c1ccccc1
InChiKey
VAHOJENMEJCROM-UHFFFAOYSA-N
Route Signature
e57e017f058eb3ff169de212b926e08ef38e689c026d126a708620cc5a94263a
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_6a94bedc8dd1a3221f7b1eb5",
"signature": "e57e017f058eb3ff169de212b926e08ef38e689c026d126a708620cc5a94263a",
"contentHash": "db0611f61f37aa5f13e738abefe2b68b9151468484b82c2557448953b7aa999c",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_7234bec5ac00d246bf568bdf",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01616",
"moleculeId": "sa_8ee42a547b508a763642f788",
"smiles": "C#CCC(NC(=O)NCCCl)c1ccccc1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_8ee42a547b508a763642f788",
"inchikey": "VAHOJENMEJCROM-UHFFFAOYSA-N",
"smiles": "C#CCC(NC(=O)NCCCl)c1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 4
},
"rootNode": {
"id": "5833",
"routeId": "sa_6a94bedc8dd1a3221f7b1eb5",
"moleculeId": "sa_8ee42a547b508a763642f788",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8ee42a547b508a763642f788",
"inchikey": "VAHOJENMEJCROM-UHFFFAOYSA-N",
"smiles": "C#CCC(NC(=O)NCCCl)c1ccccc1"
},
"smiles": "C#CCC(NC(=O)NCCCl)c1ccccc1",
"reactionStepId": "sa_1dbaaf4137e32e25743722eb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090275627A1;0065;788160\",\"rsmi\":\"[C:6](=[O:7])=[N:8][CH2:9][CH2:10][Cl:11].[CH:1]#[C:2][CH2:3][CH:4]([NH2:5])[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1>CCN(CC)CC.ClCCl>[CH:1]#[C:2][CH2:3][CH:4]([NH:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][Cl:11])[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"[C:6](=[O:7])=[N:8][CH2:9][CH2:10][Cl:11].[CH:1]#[C:2][CH2:3][CH:4]([NH2:5])[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1>CCN(CC)CC.ClCCl>[CH:1]#[C:2][CH2:3][CH:4]([NH:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][Cl:11])[c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_1dbaaf4137e32e25743722eb",
"reactionHash": "7d92c05ef82d78427b41c4ecfa9742f0dd85e674caee811b0e1095efaadd16b7"
},
"children": [
{
"id": "5834",
"routeId": "sa_6a94bedc8dd1a3221f7b1eb5",
"moleculeId": "sa_9892fc63675aa20069047c01",
"parentId": "5833",
"isLeaf": true,
"molecule": {
"id": "sa_9892fc63675aa20069047c01",
"inchikey": "BCMYXYHEMGPZJN-UHFFFAOYSA-N",
"smiles": "O=C=NCCCl"
},
"smiles": "O=C=NCCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5835",
"routeId": "sa_6a94bedc8dd1a3221f7b1eb5",
"moleculeId": "sa_5320f1815ae2188da9af1921",
"parentId": "5833",
"isLeaf": false,
"molecule": {
"id": "sa_5320f1815ae2188da9af1921",
"inchikey": "ZWEQNVMYOUDKQT-UHFFFAOYSA-N",
"smiles": "C#CCC(N)c1ccccc1"
},
"smiles": "C#CCC(N)c1ccccc1",
"reactionStepId": "sa_0f9c0217786e95edf7ba7bb7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090275627A1;0064;788159\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:5][CH:4]([CH2:3][C:2]#[CH:1])[c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1>ClCCl.O=C(O)C(F)(F)F>[CH:1]#[C:2][CH2:3][CH:4]([NH2:5])[c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[NH:5][CH:4]([CH2:3][C:2]#[CH:1])[c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1>ClCCl.O=C(O)C(F)(F)F>[CH:1]#[C:2][CH2:3][CH:4]([NH2:5])[c:6]1[cH:7][cH:8][cH:9][cH:10][cH:11]1\"}",
"reactionStep": {
"id": "sa_0f9c0217786e95edf7ba7bb7",
"reactionHash": "4396b6af52f66af3062203cca2d3593b25e2225e47a7579c35acdfcbda9b0572"
},
"children": [
{
"id": "5836",
"routeId": "sa_6a94bedc8dd1a3221f7b1eb5",
"moleculeId": "sa_37d62a75cac8f0221247864c",
"parentId": "5835",
"isLeaf": false,
"molecule": {
"id": "sa_37d62a75cac8f0221247864c",
"inchikey": "MBOWKSVUFVQGPQ-UHFFFAOYSA-N",
"smiles": "C#CCC(NC(=O)OC(C)(C)C)c1ccccc1"
},
"smiles": "C#CCC(NC(=O)OC(C)(C)C)c1ccccc1",
"reactionStepId": "sa_ab6dbd02785213e52a7f45d7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090275627A1;0063;788158\",\"rsmi\":\"O=[CH:2][CH2:3][CH:4]([NH:5][C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1.O[CH3:1]>COP(=O)(OC)C(=[N+]=[N-])C(C)=O.O=C(O)O.[K+].[K+]>[CH:1]#[C:2][CH2:3][CH:4]([NH:5][C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"O=[CH:2][CH2:3][CH:4]([NH:5][C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1.O[CH3:1]>COP(=O)(OC)C(=[N+]=[N-])C(C)=O.O=C(O)O.[K+].[K+]>[CH:1]#[C:2][CH2:3][CH:4]([NH:5][C:6](=[O:7])[O:8][C:9]([CH3:10])([CH3:11])[CH3:12])[c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_ab6dbd02785213e52a7f45d7",
"reactionHash": "6f6d963b3855756aa3cb2aa2107f3b541c8fe5a3cea6d8b85a1fdc2fc7048e56"
},
"children": [
{
"id": "5837",
"routeId": "sa_6a94bedc8dd1a3221f7b1eb5",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "5836",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5838",
"routeId": "sa_6a94bedc8dd1a3221f7b1eb5",
"moleculeId": "sa_f53505f9ef834658b53c2478",
"parentId": "5836",
"isLeaf": false,
"molecule": {
"id": "sa_f53505f9ef834658b53c2478",
"inchikey": "ZGPCDZZHEWGTEU-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NC(CC=O)c1ccccc1"
},
"smiles": "CC(C)(C)OC(=O)NC(CC=O)c1ccccc1",
"reactionStepId": "sa_4bc0dd3401ac7bb5c8a41ac1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090275627A1;0061;788156\",\"rsmi\":\"[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH:9]([CH2:10][CH2:11][OH:12])[c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1>CCN(CC)CC.CS(C)=O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH:9]([CH2:10][CH:11]=[O:12])[c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH:9]([CH2:10][CH2:11][OH:12])[c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1>CCN(CC)CC.CS(C)=O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH:9]([CH2:10][CH:11]=[O:12])[c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_4bc0dd3401ac7bb5c8a41ac1",
"reactionHash": "89f5c98dbb2f9aa87d0446d58379b465a6489dde36c15ec451ae7ea383cf7771"
},
"children": [
{
"id": "5839",
"routeId": "sa_6a94bedc8dd1a3221f7b1eb5",
"moleculeId": "sa_610850e38ec2f147d93607d3",
"parentId": "5838",
"isLeaf": false,
"molecule": {
"id": "sa_610850e38ec2f147d93607d3",
"inchikey": "SMEMODSNLZWKBF-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NC(CCO)c1ccccc1"
},
"smiles": "CC(C)(C)OC(=O)NC(CCO)c1ccccc1",
"reactionStepId": "sa_aca3c990831deab3c50eec25",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090275627A1;0060;788155\",\"rsmi\":\"O=[C:11]([CH2:10][CH:9]([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1)[OH:12]>C1CCOC1.CCN(CC)CC.COC(=O)Cl.Cl.B.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH:9]([CH2:10][CH2:11][OH:12])[c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"O=[C:11]([CH2:10][CH:9]([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1)[OH:12]>C1CCOC1.CCN(CC)CC.COC(=O)Cl.Cl.B.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][CH:9]([CH2:10][CH2:11][OH:12])[c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_aca3c990831deab3c50eec25",
"reactionHash": "26d048460f0b5bde84bab2a4b774ae52f9307f6a45af490f3730eca1c124d902"
},
"children": [
{
"id": "5840",
"routeId": "sa_6a94bedc8dd1a3221f7b1eb5",
"moleculeId": "sa_45c971ce29f09ac71facf957",
"parentId": "5839",
"isLeaf": true,
"molecule": {
"id": "sa_45c971ce29f09ac71facf957",
"inchikey": "JTNQFJPZRTURSI-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NC(CC(=O)O)c1ccccc1"
},
"smiles": "CC(C)(C)OC(=O)NC(CC(=O)O)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
}