Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cn1nc(-c2ccc(C(F)(F)F)cc2)cc1CCOc1ccc2ccn(CC(=O)O)c2c1
InChiKey
WTKBCGKJPAXWED-UHFFFAOYSA-N
Route Signature
75cc0af61a01f45e5da57bfcaf114d70225dbf977cdffef3ed76d4de47d2e816
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_69044c7f80c2a54586587f30",
"signature": "75cc0af61a01f45e5da57bfcaf114d70225dbf977cdffef3ed76d4de47d2e816",
"contentHash": "091b3d2d565cce70f3848051466772b6a3d2c4bd3481e00a4ea2c7a85941cac6",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_45a6840d3ac4790df201d3a2",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-00976",
"moleculeId": "sa_5802395838d8f0a9b96574e7",
"smiles": "Cn1nc(-c2ccc(C(F)(F)F)cc2)cc1CCOc1ccc2ccn(CC(=O)O)c2c1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_5802395838d8f0a9b96574e7",
"inchikey": "WTKBCGKJPAXWED-UHFFFAOYSA-N",
"smiles": "Cn1nc(-c2ccc(C(F)(F)F)cc2)cc1CCOc1ccc2ccn(CC(=O)O)c2c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "9843",
"routeId": "sa_69044c7f80c2a54586587f30",
"moleculeId": "sa_5802395838d8f0a9b96574e7",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_5802395838d8f0a9b96574e7",
"inchikey": "WTKBCGKJPAXWED-UHFFFAOYSA-N",
"smiles": "Cn1nc(-c2ccc(C(F)(F)F)cc2)cc1CCOc1ccc2ccn(CC(=O)O)c2c1"
},
"smiles": "Cn1nc(-c2ccc(C(F)(F)F)cc2)cc1CCOc1ccc2ccn(CC(=O)O)c2c1",
"reactionStepId": "sa_1291589ce8420a1f4a1b76ef",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050203160A1;0245;282790\",\"rsmi\":\"CC[O:30][C:28]([CH2:27][n:26]1[cH:25][cH:24][c:23]2[cH:22][cH:21][c:20]([O:19][CH2:18][CH2:17][c:16]3[n:2]([CH3:1])[n:3][c:4](-[c:5]4[cH:6][cH:7][c:8]([C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]4)[cH:15]3)[cH:32][c:31]21)=[O:29]>[Li+].O>[CH3:1][n:2]1[n:3][c:4](-[c:5]2[cH:6][cH:7][c:8]([C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]2)[cH:15][c:16]1[CH2:17][CH2:18][O:19][c:20]1[cH:21][cH:22][c:23]2[cH:24][cH:25][n:26]([CH2:27][C:28](=[O:29])[OH:30])[c:31]2[cH:32]1\"},\"mapped_reaction_smiles\":\"CC[O:30][C:28]([CH2:27][n:26]1[cH:25][cH:24][c:23]2[cH:22][cH:21][c:20]([O:19][CH2:18][CH2:17][c:16]3[n:2]([CH3:1])[n:3][c:4](-[c:5]4[cH:6][cH:7][c:8]([C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]4)[cH:15]3)[cH:32][c:31]21)=[O:29]>[Li+].O>[CH3:1][n:2]1[n:3][c:4](-[c:5]2[cH:6][cH:7][c:8]([C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]2)[cH:15][c:16]1[CH2:17][CH2:18][O:19][c:20]1[cH:21][cH:22][c:23]2[cH:24][cH:25][n:26]([CH2:27][C:28](=[O:29])[OH:30])[c:31]2[cH:32]1\"}",
"reactionStep": {
"id": "sa_1291589ce8420a1f4a1b76ef",
"reactionHash": "b1c241176ad8fd11f8d0ad10155a6630a143134870081bcd46be99c72987c6ea"
},
"children": [
{
"id": "9844",
"routeId": "sa_69044c7f80c2a54586587f30",
"moleculeId": "sa_056659d996dfb37f8d09d7bc",
"parentId": "9843",
"isLeaf": false,
"molecule": {
"id": "sa_056659d996dfb37f8d09d7bc",
"inchikey": "IAGVVUXZQIBWQH-UHFFFAOYSA-N",
"smiles": "CCOC(=O)Cn1ccc2ccc(OCCc3cc(-c4ccc(C(F)(F)F)cc4)nn3C)cc21"
},
"smiles": "CCOC(=O)Cn1ccc2ccc(OCCc3cc(-c4ccc(C(F)(F)F)cc4)nn3C)cc21",
"reactionStepId": "sa_58df13f82cb57a4f94bd5795",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050203160A1;0243;282789\",\"rsmi\":\"O[CH2:15][CH2:16][c:17]1[cH:18][c:19](-[c:20]2[cH:21][cH:22][c:23]([C:24]([F:25])([F:26])[F:27])[cH:28][cH:29]2)[n:30][n:31]1[CH3:32].[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:7]1[cH:8][cH:9][c:10]2[cH:11][cH:12][c:13]([OH:14])[cH:33][c:34]12>CC(C)(C)OC(=O)N=NC(=O)OC(C)(C)C.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:7]1[cH:8][cH:9][c:10]2[cH:11][cH:12][c:13]([O:14][CH2:15][CH2:16][c:17]3[cH:18][c:19](-[c:20]4[cH:21][cH:22][c:23]([C:24]([F:25])([F:26])[F:27])[cH:28][cH:29]4)[n:30][n:31]3[CH3:32])[cH:33][c:34]12\"},\"mapped_reaction_smiles\":\"O[CH2:15][CH2:16][c:17]1[cH:18][c:19](-[c:20]2[cH:21][cH:22][c:23]([C:24]([F:25])([F:26])[F:27])[cH:28][cH:29]2)[n:30][n:31]1[CH3:32].[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:7]1[cH:8][cH:9][c:10]2[cH:11][cH:12][c:13]([OH:14])[cH:33][c:34]12>CC(C)(C)OC(=O)N=NC(=O)OC(C)(C)C.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:7]1[cH:8][cH:9][c:10]2[cH:11][cH:12][c:13]([O:14][CH2:15][CH2:16][c:17]3[cH:18][c:19](-[c:20]4[cH:21][cH:22][c:23]([C:24]([F:25])([F:26])[F:27])[cH:28][cH:29]4)[n:30][n:31]3[CH3:32])[cH:33][c:34]12\"}",
"reactionStep": {
"id": "sa_58df13f82cb57a4f94bd5795",
"reactionHash": "024b540e76faaf7dc6b40a94bd1ffa61ba96cd07bf6d779b2790388a4c2268d0"
},
"children": [
{
"id": "9845",
"routeId": "sa_69044c7f80c2a54586587f30",
"moleculeId": "sa_51e7ddc864c96607c667bebf",
"parentId": "9844",
"isLeaf": false,
"molecule": {
"id": "sa_51e7ddc864c96607c667bebf",
"inchikey": "FKGZONICJNDKNT-UHFFFAOYSA-N",
"smiles": "CCOC(=O)Cn1ccc2ccc(O)cc21"
},
"smiles": "CCOC(=O)Cn1ccc2ccc(O)cc21",
"reactionStepId": "sa_a5e4e15571d371cf21a3901b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050203160A1;0179;282758\",\"rsmi\":\"CC(C)(C)[Si](C)(C)[O:14][c:13]1[cH:12][cH:11][c:10]2[cH:9][cH:8][n:7]([CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:16]2[cH:15]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.F>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:7]1[cH:8][cH:9][c:10]2[cH:11][cH:12][c:13]([OH:14])[cH:15][c:16]12\"},\"mapped_reaction_smiles\":\"CC(C)(C)[Si](C)(C)[O:14][c:13]1[cH:12][cH:11][c:10]2[cH:9][cH:8][n:7]([CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:16]2[cH:15]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.F>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:7]1[cH:8][cH:9][c:10]2[cH:11][cH:12][c:13]([OH:14])[cH:15][c:16]12\"}",
"reactionStep": {
"id": "sa_a5e4e15571d371cf21a3901b",
"reactionHash": "4b4a099f8159efd5a74e470feb9d79c0ce8e5c4b202ccb454bf1196869a3926e"
},
"children": [
{
"id": "9846",
"routeId": "sa_69044c7f80c2a54586587f30",
"moleculeId": "sa_36065f9c8875fd22c24f9822",
"parentId": "9845",
"isLeaf": false,
"molecule": {
"id": "sa_36065f9c8875fd22c24f9822",
"inchikey": "WQEUQOIMCJCSNS-UHFFFAOYSA-N",
"smiles": "CCOC(=O)Cn1ccc2ccc(O[Si](C)(C)C(C)(C)C)cc21"
},
"smiles": "CCOC(=O)Cn1ccc2ccc(O[Si](C)(C)C(C)(C)C)cc21",
"reactionStepId": "sa_06733b2ac7da83cddcdcdc36",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050203160A1;0177;282757\",\"rsmi\":\"Br[CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5].[nH:7]1[cH:8][cH:9][c:10]2[cH:11][cH:12][c:13]([O:14][Si:15]([CH3:16])([CH3:17])[C:18]([CH3:19])([CH3:20])[CH3:21])[cH:22][c:23]12>CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:7]1[cH:8][cH:9][c:10]2[cH:11][cH:12][c:13]([O:14][Si:15]([CH3:16])([CH3:17])[C:18]([CH3:19])([CH3:20])[CH3:21])[cH:22][c:23]12\"},\"mapped_reaction_smiles\":\"Br[CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5].[nH:7]1[cH:8][cH:9][c:10]2[cH:11][cH:12][c:13]([O:14][Si:15]([CH3:16])([CH3:17])[C:18]([CH3:19])([CH3:20])[CH3:21])[cH:22][c:23]12>CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:7]1[cH:8][cH:9][c:10]2[cH:11][cH:12][c:13]([O:14][Si:15]([CH3:16])([CH3:17])[C:18]([CH3:19])([CH3:20])[CH3:21])[cH:22][c:23]12\"}",
"reactionStep": {
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"children": [
{
"id": "9847",
"routeId": "sa_69044c7f80c2a54586587f30",
"moleculeId": "sa_2c68ac060e960d158dcb43b0",
"parentId": "9846",
"isLeaf": true,
"molecule": {
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"inchikey": "DXVRGWFZTYZCFD-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[Si](C)(C)Oc1ccc2cc[nH]c2c1"
},
"smiles": "CC(C)(C)[Si](C)(C)Oc1ccc2cc[nH]c2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
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},
{
"id": "9848",
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"parentId": "9846",
"isLeaf": true,
"molecule": {
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"inchikey": "PQJJJMRNHATNKG-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CBr"
},
"smiles": "CCOC(=O)CBr",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
}
]
},
{
"id": "9849",
"routeId": "sa_69044c7f80c2a54586587f30",
"moleculeId": "sa_e065a20ee7b1d66adef67856",
"parentId": "9844",
"isLeaf": false,
"molecule": {
"id": "sa_e065a20ee7b1d66adef67856",
"inchikey": "PEGCPLQYCLHAMC-UHFFFAOYSA-N",
"smiles": "Cn1nc(-c2ccc(C(F)(F)F)cc2)cc1CCO"
},
"smiles": "Cn1nc(-c2ccc(C(F)(F)F)cc2)cc1CCO",
"reactionStepId": "sa_c472152b24cd0e294011b6bd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050203160A1;0241;282788\",\"rsmi\":\"O=[C:18]([CH2:17][c:16]1[n:2]([CH3:1])[n:3][c:4](-[c:5]2[cH:6][cH:7][c:8]([C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]2)[cH:15]1)[OH:19]>C1CCOC1>[CH3:1][n:2]1[n:3][c:4](-[c:5]2[cH:6][cH:7][c:8]([C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]2)[cH:15][c:16]1[CH2:17][CH2:18][OH:19]\"},\"mapped_reaction_smiles\":\"O=[C:18]([CH2:17][c:16]1[n:2]([CH3:1])[n:3][c:4](-[c:5]2[cH:6][cH:7][c:8]([C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]2)[cH:15]1)[OH:19]>C1CCOC1>[CH3:1][n:2]1[n:3][c:4](-[c:5]2[cH:6][cH:7][c:8]([C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]2)[cH:15][c:16]1[CH2:17][CH2:18][OH:19]\"}",
"reactionStep": {
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"children": [
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"moleculeId": "sa_947a9237e8d569e153615dcf",
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"molecule": {
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"inchikey": "HSEXYKDVORPWDF-UHFFFAOYSA-N",
"smiles": "Cn1nc(-c2ccc(C(F)(F)F)cc2)cc1CC(=O)O"
},
"smiles": "Cn1nc(-c2ccc(C(F)(F)F)cc2)cc1CC(=O)O",
"reactionStepId": "sa_1b63ae1d565b1b6a488b01db",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050203160A1;0239;282787\",\"rsmi\":\"CC[OH:20].N#[C:18][CH2:17][c:16]1[n:2]([CH3:1])[n:3][c:4](-[c:5]2[cH:6][cH:7][c:8]([C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]2)[cH:15]1.[OH2:19]>Cl.[Na+].O>[CH3:1][n:2]1[n:3][c:4](-[c:5]2[cH:6][cH:7][c:8]([C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]2)[cH:15][c:16]1[CH2:17][C:18](=[O:19])[OH:20]\"},\"mapped_reaction_smiles\":\"CC[OH:20].N#[C:18][CH2:17][c:16]1[n:2]([CH3:1])[n:3][c:4](-[c:5]2[cH:6][cH:7][c:8]([C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]2)[cH:15]1.[OH2:19]>Cl.[Na+].O>[CH3:1][n:2]1[n:3][c:4](-[c:5]2[cH:6][cH:7][c:8]([C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]2)[cH:15][c:16]1[CH2:17][C:18](=[O:19])[OH:20]\"}",
"reactionStep": {
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"children": [
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"molecule": {
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"smiles": "CCO"
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{
"id": "9852",
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"molecule": {
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},
"smiles": "Cn1nc(-c2ccc(C(F)(F)F)cc2)cc1CC#N",
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{
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}
]
}
]
}
]
}
]
}
}