Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1
InChiKey
OFZNNZMMYJLRIA-WMLDXEAASA-N
Route Signature
df608dfbb3f0cdce31e7f0ea39a800d932ef81738fe3463a99b94795da9b83e2
Synthesis route with 8 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_f282781951eb9a5e3b8d221a",
"signature": "df608dfbb3f0cdce31e7f0ea39a800d932ef81738fe3463a99b94795da9b83e2",
"contentHash": "984dfd660361cd8269a7aa4ca2fb678f9139db4309ea1ba79a7a240f2250d367",
"length": 8,
"isConvergent": true
},
"target": {
"id": "sa_6b06a0666beccbc08274f87f",
"benchmarkSetId": "019173c85ab67300a20aafbd44174d6551ca67a41e948a511372ae5dca775a80",
"targetId": "USPTO-032/190",
"moleculeId": "sa_1cce8ef0b0a178713682fa85",
"smiles": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1",
"routeLength": 8,
"isConvergent": true,
"metadata": "{\"source\":\"retro-pickle\"}",
"molecule": {
"id": "sa_1cce8ef0b0a178713682fa85",
"inchikey": "OFZNNZMMYJLRIA-WMLDXEAASA-N",
"smiles": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "18428",
"routeId": "sa_f282781951eb9a5e3b8d221a",
"moleculeId": "sa_1cce8ef0b0a178713682fa85",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_1cce8ef0b0a178713682fa85",
"inchikey": "OFZNNZMMYJLRIA-WMLDXEAASA-N",
"smiles": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1"
},
"smiles": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2c2ccn3ncc(C(N)=O)c3c2)c1",
"reactionStepId": "sa_c9dee3f1ba433a6e845d3993",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_c9dee3f1ba433a6e845d3993",
"reactionHash": "6ae42cd1de9866561e7f6a7495ec6c6305c353140416bd6b55ec5faa54c7349a"
},
"children": [
{
"id": "18429",
"routeId": "sa_f282781951eb9a5e3b8d221a",
"moleculeId": "sa_56be506d1c1bafe925a721c5",
"parentId": "18428",
"isLeaf": false,
"molecule": {
"id": "sa_56be506d1c1bafe925a721c5",
"inchikey": "YNBXPHDVOQPXBP-QPQHGXMVSA-N",
"smiles": "COc1ccc(CN(Cc2ccc(OC)cc2)C(=O)c2cnn3ccc(N4C[C@@H](F)C[C@@H]4c4cc(F)cc(C#N)c4)cc23)cc1"
},
"smiles": "COc1ccc(CN(Cc2ccc(OC)cc2)C(=O)c2cnn3ccc(N4C[C@@H](F)C[C@@H]4c4cc(F)cc(C#N)c4)cc23)cc1",
"reactionStepId": "sa_b55e30e60e93d60f8bd1992f",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_b55e30e60e93d60f8bd1992f",
"reactionHash": "961ef962a89b560991c5a2a5df1d913918049ea9aed51c15ac7c15ddfd06f04b"
},
"children": [
{
"id": "18430",
"routeId": "sa_f282781951eb9a5e3b8d221a",
"moleculeId": "sa_ca518c43705737a6be7e7dfc",
"parentId": "18429",
"isLeaf": false,
"molecule": {
"id": "sa_ca518c43705737a6be7e7dfc",
"inchikey": "COKHMUBYEFXMPJ-WDEREUQCSA-N",
"smiles": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2)c1"
},
"smiles": "N#Cc1cc(F)cc([C@H]2C[C@H](F)CN2)c1",
"reactionStepId": "sa_5952d6aa845eb003121a53e3",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_5952d6aa845eb003121a53e3",
"reactionHash": "e92d37877354b0880f61d107f772b332fb3d7f51f8e0663a3e6bf541c3ead82f"
},
"children": [
{
"id": "18431",
"routeId": "sa_f282781951eb9a5e3b8d221a",
"moleculeId": "sa_cf6e083157f2f53ea825f5bc",
"parentId": "18430",
"isLeaf": false,
"molecule": {
"id": "sa_cf6e083157f2f53ea825f5bc",
"inchikey": "ZIBIKKCEIIJTMK-UONOGXRCSA-N",
"smiles": "CC(C)(C)OC(=O)N1C[C@@H](F)C[C@@H]1c1cc(F)cc(C#N)c1"
},
"smiles": "CC(C)(C)OC(=O)N1C[C@@H](F)C[C@@H]1c1cc(F)cc(C#N)c1",
"reactionStepId": "sa_f2656761fe9aae6345a3c06e",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_f2656761fe9aae6345a3c06e",
"reactionHash": "fde1cb9299fd55fcf78745401e6f4e381221d560ccd6f203b686837a8d8886a8"
},
"children": [
{
"id": "18432",
"routeId": "sa_f282781951eb9a5e3b8d221a",
"moleculeId": "sa_ea36804e09a923c015915fb2",
"parentId": "18431",
"isLeaf": true,
"molecule": {
"id": "sa_ea36804e09a923c015915fb2",
"inchikey": "CSJLBAMHHLJAAS-UHFFFAOYSA-N",
"smiles": "CCN(CC)S(F)(F)F"
},
"smiles": "CCN(CC)S(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "18433",
"routeId": "sa_f282781951eb9a5e3b8d221a",
"moleculeId": "sa_bd550a31e1214954b6af86c9",
"parentId": "18431",
"isLeaf": false,
"molecule": {
"id": "sa_bd550a31e1214954b6af86c9",
"inchikey": "VGLRSMKGPIJPQY-ZIAGYGMSSA-N",
"smiles": "CC(C)(C)OC(=O)N1C[C@H](O)C[C@@H]1c1cc(F)cc(C#N)c1"
},
"smiles": "CC(C)(C)OC(=O)N1C[C@H](O)C[C@@H]1c1cc(F)cc(C#N)c1",
"reactionStepId": "sa_f617e9e483810ba9d95c41f3",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_f617e9e483810ba9d95c41f3",
"reactionHash": "1de12e803234e43624d099706b309b1a0a8f7a0ed6f57b1e05bb68ba3d7c67a0"
},
"children": [
{
"id": "18434",
"routeId": "sa_f282781951eb9a5e3b8d221a",
"moleculeId": "sa_de7efd30e0b0a705ca1d4ca9",
"parentId": "18433",
"isLeaf": false,
"molecule": {
"id": "sa_de7efd30e0b0a705ca1d4ca9",
"inchikey": "NLZDVYNRIBQPOC-MRTLOADZSA-N",
"smiles": "CC(C)(C)OC(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)CC1c1cc(F)cc(C#N)c1"
},
"smiles": "CC(C)(C)OC(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)CC1c1cc(F)cc(C#N)c1",
"reactionStepId": "sa_2fa349ad400b3877e16f4787",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_2fa349ad400b3877e16f4787",
"reactionHash": "ccb0ec115e9f8932330f31012a239e41631f775264fe8b40212665dbe8085d22"
},
"children": [
{
"id": "18435",
"routeId": "sa_f282781951eb9a5e3b8d221a",
"moleculeId": "sa_ed857b0b874121ce6697cdaf",
"parentId": "18434",
"isLeaf": false,
"molecule": {
"id": "sa_ed857b0b874121ce6697cdaf",
"inchikey": "JOEFWSJLJZYVKY-FIWHBWSRSA-N",
"smiles": "CC(C)(C)OC(=O)NC[C@@H](CC(OS(C)(=O)=O)c1cc(F)cc(C#N)c1)O[Si](C)(C)C(C)(C)C"
},
"smiles": "CC(C)(C)OC(=O)NC[C@@H](CC(OS(C)(=O)=O)c1cc(F)cc(C#N)c1)O[Si](C)(C)C(C)(C)C",
"reactionStepId": "sa_d18a63dc877a588b242eab0f",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_d18a63dc877a588b242eab0f",
"reactionHash": "c44f569b5b62d155fe35fdd7ed034217cf5ea69f71eaefe6b17203d7cf438f98"
},
"children": [
{
"id": "18436",
"routeId": "sa_f282781951eb9a5e3b8d221a",
"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "18435",
"isLeaf": true,
"molecule": {
"id": "sa_d2a31ea58046b00856f61ca5",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"smiles": "CS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "18437",
"routeId": "sa_f282781951eb9a5e3b8d221a",
"moleculeId": "sa_1e95f17d7427090e724db1fe",
"parentId": "18435",
"isLeaf": false,
"molecule": {
"id": "sa_1e95f17d7427090e724db1fe",
"inchikey": "VBQSRBFKYKMMNG-MRTLOADZSA-N",
"smiles": "CC(C)(C)OC(=O)NC[C@@H](CC(O)c1cc(F)cc(C#N)c1)O[Si](C)(C)C(C)(C)C"
},
"smiles": "CC(C)(C)OC(=O)NC[C@@H](CC(O)c1cc(F)cc(C#N)c1)O[Si](C)(C)C(C)(C)C",
"reactionStepId": "sa_43903199b132f95730258a70",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_43903199b132f95730258a70",
"reactionHash": "ad1435f36bbad828cae2ccf329557203664e0deb710fcbc73714e1e68ce23002"
},
"children": [
{
"id": "18438",
"routeId": "sa_f282781951eb9a5e3b8d221a",
"moleculeId": "sa_03ef6f3e8cd64f1b651ee07a",
"parentId": "18437",
"isLeaf": true,
"molecule": {
"id": "sa_03ef6f3e8cd64f1b651ee07a",
"inchikey": "ASPAKSDHNNXVIB-LLVKDONJSA-N",
"smiles": "CC(C)(C)OC(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)CC1=O"
},
"smiles": "CC(C)(C)OC(=O)N1C[C@H](O[Si](C)(C)C(C)(C)C)CC1=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "18439",
"routeId": "sa_f282781951eb9a5e3b8d221a",
"moleculeId": "sa_1e5ec00c2c0ad13f30e8c98a",
"parentId": "18437",
"isLeaf": true,
"molecule": {
"id": "sa_1e5ec00c2c0ad13f30e8c98a",
"inchikey": "IADLVSLZPQYXIF-UHFFFAOYSA-N",
"smiles": "N#Cc1cc(F)cc(Br)c1"
},
"smiles": "N#Cc1cc(F)cc(Br)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
]
},
{
"id": "18440",
"routeId": "sa_f282781951eb9a5e3b8d221a",
"moleculeId": "sa_395f6840ffe191ea32b948ea",
"parentId": "18429",
"isLeaf": false,
"molecule": {
"id": "sa_395f6840ffe191ea32b948ea",
"inchikey": "HCVIABGMHXVDGJ-UHFFFAOYSA-N",
"smiles": "COc1ccc(CN(Cc2ccc(OC)cc2)C(=O)c2cnn3ccc(Br)cc23)cc1"
},
"smiles": "COc1ccc(CN(Cc2ccc(OC)cc2)C(=O)c2cnn3ccc(Br)cc23)cc1",
"reactionStepId": "sa_35c94e3b934c87ff02a4206f",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_35c94e3b934c87ff02a4206f",
"reactionHash": "ee32fc5087ab402e4dbbb9b0e8063841fe72e26c5812f052e3764ca1b47d19c1"
},
"children": [
{
"id": "18441",
"routeId": "sa_f282781951eb9a5e3b8d221a",
"moleculeId": "sa_ac0c60f44bde14645bc70e7e",
"parentId": "18440",
"isLeaf": true,
"molecule": {
"id": "sa_ac0c60f44bde14645bc70e7e",
"inchikey": "HBKPDEWGANZHJO-UHFFFAOYSA-N",
"smiles": "COc1ccc(CNCc2ccc(OC)cc2)cc1"
},
"smiles": "COc1ccc(CNCc2ccc(OC)cc2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "18442",
"routeId": "sa_f282781951eb9a5e3b8d221a",
"moleculeId": "sa_a433176b77ea4cd109e6c792",
"parentId": "18440",
"isLeaf": true,
"molecule": {
"id": "sa_a433176b77ea4cd109e6c792",
"inchikey": "KPAHXGSXTRKJCE-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cnn2ccc(Br)cc12"
},
"smiles": "O=C(O)c1cnn2ccc(Br)cc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}