Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCNC(=O)C(C)c1ccc(C#Cc2ccc(C(C)C)cc2)cc1
InChiKey
WTTGVLBIOINVBN-UHFFFAOYSA-N
Route Signature
672ec749ed11b7402227351e2cdf9cfd1dc0419ba6ff8c32ed47005c720fdcc9
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_caf37011fa2f1573fe5f0709",
"signature": "672ec749ed11b7402227351e2cdf9cfd1dc0419ba6ff8c32ed47005c720fdcc9",
"contentHash": "40cd66968b3fb1f360839d797c743875bf73c593f682682922398b6330e5aaaf",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_fb206b946be13138ed5e2e0a",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-02486",
"moleculeId": "sa_d3577dfc3597d7dd976e1397",
"smiles": "CCNC(=O)C(C)c1ccc(C#Cc2ccc(C(C)C)cc2)cc1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_d3577dfc3597d7dd976e1397",
"inchikey": "WTTGVLBIOINVBN-UHFFFAOYSA-N",
"smiles": "CCNC(=O)C(C)c1ccc(C#Cc2ccc(C(C)C)cc2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14786",
"routeId": "sa_caf37011fa2f1573fe5f0709",
"moleculeId": "sa_d3577dfc3597d7dd976e1397",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_d3577dfc3597d7dd976e1397",
"inchikey": "WTTGVLBIOINVBN-UHFFFAOYSA-N",
"smiles": "CCNC(=O)C(C)c1ccc(C#Cc2ccc(C(C)C)cc2)cc1"
},
"smiles": "CCNC(=O)C(C)c1ccc(C#Cc2ccc(C(C)C)cc2)cc1",
"reactionStepId": "sa_2a679cb25a312e87110a1363",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214782A1;0526;1258564\",\"rsmi\":\"I[c:14]1[cH:15][cH:16][c:17]([CH:18]([CH3:19])[CH3:20])[cH:21][cH:22]1.[CH3:1][CH2:2][NH:3][C:4](=[O:5])[CH:6]([CH3:7])[c:8]1[cH:9][cH:10][c:11]([C:12]#[CH:13])[cH:23][cH:24]1>C1CCOC1.CCC(C)N.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.O>[CH3:1][CH2:2][NH:3][C:4](=[O:5])[CH:6]([CH3:7])[c:8]1[cH:9][cH:10][c:11]([C:12]#[C:13][c:14]2[cH:15][cH:16][c:17]([CH:18]([CH3:19])[CH3:20])[cH:21][cH:22]2)[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"I[c:14]1[cH:15][cH:16][c:17]([CH:18]([CH3:19])[CH3:20])[cH:21][cH:22]1.[CH3:1][CH2:2][NH:3][C:4](=[O:5])[CH:6]([CH3:7])[c:8]1[cH:9][cH:10][c:11]([C:12]#[CH:13])[cH:23][cH:24]1>C1CCOC1.CCC(C)N.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.O>[CH3:1][CH2:2][NH:3][C:4](=[O:5])[CH:6]([CH3:7])[c:8]1[cH:9][cH:10][c:11]([C:12]#[C:13][c:14]2[cH:15][cH:16][c:17]([CH:18]([CH3:19])[CH3:20])[cH:21][cH:22]2)[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_2a679cb25a312e87110a1363",
"reactionHash": "3e23e4408dc3db37eba719cb65ceb510aeef59fe4abf1a2f1aedba785de0a3b8"
},
"children": [
{
"id": "14787",
"routeId": "sa_caf37011fa2f1573fe5f0709",
"moleculeId": "sa_d8cd7bcfce35f379d59c8af3",
"parentId": "14786",
"isLeaf": true,
"molecule": {
"id": "sa_d8cd7bcfce35f379d59c8af3",
"inchikey": "PQJOSEVTIKYWLH-UHFFFAOYSA-N",
"smiles": "CC(C)c1ccc(I)cc1"
},
"smiles": "CC(C)c1ccc(I)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14788",
"routeId": "sa_caf37011fa2f1573fe5f0709",
"moleculeId": "sa_6919bdc6ae633c4a6947277c",
"parentId": "14786",
"isLeaf": false,
"molecule": {
"id": "sa_6919bdc6ae633c4a6947277c",
"inchikey": "SINVMIOSXZHHCY-UHFFFAOYSA-N",
"smiles": "C#Cc1ccc(C(C)C(=O)NCC)cc1"
},
"smiles": "C#Cc1ccc(C(C)C(=O)NCC)cc1",
"reactionStepId": "sa_584687bdabc04de39688157d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214782A1;0412;1258544\",\"rsmi\":\"C[Si](C)(C)[C:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH:7]([CH3:8])[C:9](=[O:10])[NH:11][CH2:12][CH3:13])[cH:14][cH:15]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.O.F>[CH:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH:7]([CH3:8])[C:9](=[O:10])[NH:11][CH2:12][CH3:13])[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"C[Si](C)(C)[C:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH:7]([CH3:8])[C:9](=[O:10])[NH:11][CH2:12][CH3:13])[cH:14][cH:15]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.O.F>[CH:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([CH:7]([CH3:8])[C:9](=[O:10])[NH:11][CH2:12][CH3:13])[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_584687bdabc04de39688157d",
"reactionHash": "eb443e72be70af337ed8ed71acc16da919798f04c82f9d28784638f02271ce59"
},
"children": [
{
"id": "14789",
"routeId": "sa_caf37011fa2f1573fe5f0709",
"moleculeId": "sa_f30d12ae7212a7536c3faf92",
"parentId": "14788",
"isLeaf": false,
"molecule": {
"id": "sa_f30d12ae7212a7536c3faf92",
"inchikey": "ZDHDALREBXAMGJ-UHFFFAOYSA-N",
"smiles": "CCNC(=O)C(C)c1ccc(C#C[Si](C)(C)C)cc1"
},
"smiles": "CCNC(=O)C(C)c1ccc(C#C[Si](C)(C)C)cc1",
"reactionStepId": "sa_94c4ad0d32cbf8ddb30e9e9d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214782A1;0408;1258543\",\"rsmi\":\"I[c:11]1[cH:10][cH:9][c:8]([CH:6]([C:4]([NH:3][CH2:2][CH3:1])=[O:5])[CH3:7])[cH:19][cH:18]1.[CH:12]#[C:13][Si:14]([CH3:15])([CH3:16])[CH3:17]>CC#N.CCOC(C)=O.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.[Cu]I>[CH3:1][CH2:2][NH:3][C:4](=[O:5])[CH:6]([CH3:7])[c:8]1[cH:9][cH:10][c:11]([C:12]#[C:13][Si:14]([CH3:15])([CH3:16])[CH3:17])[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"I[c:11]1[cH:10][cH:9][c:8]([CH:6]([C:4]([NH:3][CH2:2][CH3:1])=[O:5])[CH3:7])[cH:19][cH:18]1.[CH:12]#[C:13][Si:14]([CH3:15])([CH3:16])[CH3:17]>CC#N.CCOC(C)=O.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.[Cu]I>[CH3:1][CH2:2][NH:3][C:4](=[O:5])[CH:6]([CH3:7])[c:8]1[cH:9][cH:10][c:11]([C:12]#[C:13][Si:14]([CH3:15])([CH3:16])[CH3:17])[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_94c4ad0d32cbf8ddb30e9e9d",
"reactionHash": "7a139c25e68cde077cffcaad57e90c5046e69506dca8284456601a260efd1d82"
},
"children": [
{
"id": "14790",
"routeId": "sa_caf37011fa2f1573fe5f0709",
"moleculeId": "sa_95a9277ba0d873f43bb42b7f",
"parentId": "14789",
"isLeaf": true,
"molecule": {
"id": "sa_95a9277ba0d873f43bb42b7f",
"inchikey": "CWMFRHBXRUITQE-UHFFFAOYSA-N",
"smiles": "C#C[Si](C)(C)C"
},
"smiles": "C#C[Si](C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14791",
"routeId": "sa_caf37011fa2f1573fe5f0709",
"moleculeId": "sa_ebd9ec730e2714a88a45213a",
"parentId": "14789",
"isLeaf": false,
"molecule": {
"id": "sa_ebd9ec730e2714a88a45213a",
"inchikey": "JSTLTFLSMODSCG-UHFFFAOYSA-N",
"smiles": "CCNC(=O)C(C)c1ccc(I)cc1"
},
"smiles": "CCNC(=O)C(C)c1ccc(I)cc1",
"reactionStepId": "sa_a12e94fc56597d1b25c56aec",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214782A1;0342;1258532\",\"rsmi\":\"O[C:4](=[O:5])[CH:6]([CH3:7])[c:8]1[cH:9][cH:10][c:11]([I:12])[cH:13][cH:14]1.[CH3:1][CH2:2][NH2:3]>CCN(C(C)C)C(C)C.CCN=C=NCCCN(C)C.Cl.Cl.ClCCl>[CH3:1][CH2:2][NH:3][C:4](=[O:5])[CH:6]([CH3:7])[c:8]1[cH:9][cH:10][c:11]([I:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"O[C:4](=[O:5])[CH:6]([CH3:7])[c:8]1[cH:9][cH:10][c:11]([I:12])[cH:13][cH:14]1.[CH3:1][CH2:2][NH2:3]>CCN(C(C)C)C(C)C.CCN=C=NCCCN(C)C.Cl.Cl.ClCCl>[CH3:1][CH2:2][NH:3][C:4](=[O:5])[CH:6]([CH3:7])[c:8]1[cH:9][cH:10][c:11]([I:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_a12e94fc56597d1b25c56aec",
"reactionHash": "ea662e3b833857ff0bcb3d943e243b1971b61e5486036c404c25563d8344a731"
},
"children": [
{
"id": "14792",
"routeId": "sa_caf37011fa2f1573fe5f0709",
"moleculeId": "sa_89fd0a98f6b54999b99c6e8f",
"parentId": "14791",
"isLeaf": true,
"molecule": {
"id": "sa_89fd0a98f6b54999b99c6e8f",
"inchikey": "QUSNBJAOOMFDIB-UHFFFAOYSA-N",
"smiles": "CCN"
},
"smiles": "CCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14793",
"routeId": "sa_caf37011fa2f1573fe5f0709",
"moleculeId": "sa_476ac367da4540c59d544d1c",
"parentId": "14791",
"isLeaf": false,
"molecule": {
"id": "sa_476ac367da4540c59d544d1c",
"inchikey": "RMPXUPUAZGKDBN-UHFFFAOYSA-N",
"smiles": "CC(C(=O)O)c1ccc(I)cc1"
},
"smiles": "CC(C(=O)O)c1ccc(I)cc1",
"reactionStepId": "sa_53900a13494ca88c0929b497",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120214782A1;0340;1258531\",\"rsmi\":\"C[O:5][C:3]([CH:2]([CH3:1])[c:6]1[cH:7][cH:8][c:9]([I:10])[cH:11][cH:12]1)=[O:4]>C1CCOC1.CO.O.O.[Li+].O>[CH3:1][CH:2]([C:3](=[O:4])[OH:5])[c:6]1[cH:7][cH:8][c:9]([I:10])[cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"C[O:5][C:3]([CH:2]([CH3:1])[c:6]1[cH:7][cH:8][c:9]([I:10])[cH:11][cH:12]1)=[O:4]>C1CCOC1.CO.O.O.[Li+].O>[CH3:1][CH:2]([C:3](=[O:4])[OH:5])[c:6]1[cH:7][cH:8][c:9]([I:10])[cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_53900a13494ca88c0929b497",
"reactionHash": "8c6a23fdf0ccac6a35475e59817c7a3f2c0f141cc4b21ece39310bd75c5b7109"
},
"children": [
{
"id": "14794",
"routeId": "sa_caf37011fa2f1573fe5f0709",
"moleculeId": "sa_3c27b2d9cd40e80af795cac1",
"parentId": "14793",
"isLeaf": true,
"molecule": {
"id": "sa_3c27b2d9cd40e80af795cac1",
"inchikey": "SLZYKGNMDRJRFP-UHFFFAOYSA-N",
"smiles": "COC(=O)C(C)c1ccc(I)cc1"
},
"smiles": "COC(=O)C(C)c1ccc(I)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
}