Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C1N(CCC2CC2)c2ccccc2C1(CO)c1cc2c(cc1O)OCO2
InChiKey
HQQJBHRKYYHYOG-UHFFFAOYSA-N
Route Signature
22046e2b58ff4b0a0ae63d2214f201cdb8698f311b508e1a7fb21473f0e01c21
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_e00a8be7443ae5662a825c62",
"signature": "22046e2b58ff4b0a0ae63d2214f201cdb8698f311b508e1a7fb21473f0e01c21",
"contentHash": "e4e22c1ca9dbb81c3c8e561c097837b82ec0aabdbd4b3ba6363ab4dac31e5ba1",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_4ac1ae08c9d6554eef638fc9",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-00644",
"moleculeId": "sa_08146138f1e632b4b1b8b6bb",
"smiles": "O=C1N(CCC2CC2)c2ccccc2C1(CO)c1cc2c(cc1O)OCO2",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_08146138f1e632b4b1b8b6bb",
"inchikey": "HQQJBHRKYYHYOG-UHFFFAOYSA-N",
"smiles": "O=C1N(CCC2CC2)c2ccccc2C1(CO)c1cc2c(cc1O)OCO2"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "9621",
"routeId": "sa_e00a8be7443ae5662a825c62",
"moleculeId": "sa_08146138f1e632b4b1b8b6bb",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_08146138f1e632b4b1b8b6bb",
"inchikey": "HQQJBHRKYYHYOG-UHFFFAOYSA-N",
"smiles": "O=C1N(CCC2CC2)c2ccccc2C1(CO)c1cc2c(cc1O)OCO2"
},
"smiles": "O=C1N(CCC2CC2)c2ccccc2C1(CO)c1cc2c(cc1O)OCO2",
"reactionStepId": "sa_064e5a84a2a360d6b2d0972d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100173967A1;1807;911139\",\"rsmi\":\"CCCCCN1c2cccc(Br)c2C(c2cc3c(cc2O)OCO3)[C:16]1=[O:17].[O:1]=[C:2]1[N:3]([CH2:4][CH2:5][CH:6]2[CH2:7][CH2:8]2)[c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]2[CH:15]1[c:18]1[cH:19][c:20]2[c:21]([cH:22][c:23]1[OH:24])[O:25][CH2:26][O:27]2>>[O:1]=[C:2]1[N:3]([CH2:4][CH2:5][CH:6]2[CH2:7][CH2:8]2)[c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]2[C:15]1([CH2:16][OH:17])[c:18]1[cH:19][c:20]2[c:21]([cH:22][c:23]1[OH:24])[O:25][CH2:26][O:27]2\"},\"mapped_reaction_smiles\":\"CCCCCN1c2cccc(Br)c2C(c2cc3c(cc2O)OCO3)[C:16]1=[O:17].[O:1]=[C:2]1[N:3]([CH2:4][CH2:5][CH:6]2[CH2:7][CH2:8]2)[c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]2[CH:15]1[c:18]1[cH:19][c:20]2[c:21]([cH:22][c:23]1[OH:24])[O:25][CH2:26][O:27]2>>[O:1]=[C:2]1[N:3]([CH2:4][CH2:5][CH:6]2[CH2:7][CH2:8]2)[c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]2[C:15]1([CH2:16][OH:17])[c:18]1[cH:19][c:20]2[c:21]([cH:22][c:23]1[OH:24])[O:25][CH2:26][O:27]2\"}",
"reactionStep": {
"id": "sa_064e5a84a2a360d6b2d0972d",
"reactionHash": "8fffb588add627781884a1926982f084c41c6a89293df3f7e002945bde7a9eba"
},
"children": [
{
"id": "9622",
"routeId": "sa_e00a8be7443ae5662a825c62",
"moleculeId": "sa_96c2547b7428d01ac4605b2c",
"parentId": "9621",
"isLeaf": false,
"molecule": {
"id": "sa_96c2547b7428d01ac4605b2c",
"inchikey": "JXQYISCRXLWTIT-UHFFFAOYSA-N",
"smiles": "CCCCCN1C(=O)C(c2cc3c(cc2O)OCO3)c2c(Br)cccc21"
},
"smiles": "CCCCCN1C(=O)C(c2cc3c(cc2O)OCO3)c2c(Br)cccc21",
"reactionStepId": "sa_3819c8e5d30e382ef19cadbf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100173967A1;1802;911134\",\"rsmi\":\"O[C:9]1([c:10]2[cH:11][c:12]3[c:13]([cH:14][c:15]2[OH:16])[O:17][CH2:18][O:19]3)[C:7](=[O:8])[N:6]([CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[c:26]2[c:20]1[c:21]([Br:22])[cH:23][cH:24][cH:25]2>CC[SiH](CC)CC.ClCCl.O=C(O)C(F)(F)F>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:7](=[O:8])[CH:9]([c:10]2[cH:11][c:12]3[c:13]([cH:14][c:15]2[OH:16])[O:17][CH2:18][O:19]3)[c:20]2[c:21]([Br:22])[cH:23][cH:24][cH:25][c:26]21\"},\"mapped_reaction_smiles\":\"O[C:9]1([c:10]2[cH:11][c:12]3[c:13]([cH:14][c:15]2[OH:16])[O:17][CH2:18][O:19]3)[C:7](=[O:8])[N:6]([CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[c:26]2[c:20]1[c:21]([Br:22])[cH:23][cH:24][cH:25]2>CC[SiH](CC)CC.ClCCl.O=C(O)C(F)(F)F>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:7](=[O:8])[CH:9]([c:10]2[cH:11][c:12]3[c:13]([cH:14][c:15]2[OH:16])[O:17][CH2:18][O:19]3)[c:20]2[c:21]([Br:22])[cH:23][cH:24][cH:25][c:26]21\"}",
"reactionStep": {
"id": "sa_3819c8e5d30e382ef19cadbf",
"reactionHash": "031ebe4c3661e690ef377602b7c9f776feaee2f44818d201893285ccca329e4c"
},
"children": [
{
"id": "9623",
"routeId": "sa_e00a8be7443ae5662a825c62",
"moleculeId": "sa_460f18bd731b92c4307a42ec",
"parentId": "9622",
"isLeaf": true,
"molecule": {
"id": "sa_460f18bd731b92c4307a42ec",
"inchikey": "HSUFBDJBSKYMHP-UHFFFAOYSA-N",
"smiles": "CCCCCN1C(=O)C(O)(c2cc3c(cc2O)OCO3)c2c(Br)cccc21"
},
"smiles": "CCCCCN1C(=O)C(O)(c2cc3c(cc2O)OCO3)c2c(Br)cccc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "9624",
"routeId": "sa_e00a8be7443ae5662a825c62",
"moleculeId": "sa_d534f4d462b0edd592779ec8",
"parentId": "9621",
"isLeaf": false,
"molecule": {
"id": "sa_d534f4d462b0edd592779ec8",
"inchikey": "NIVXCHYFVNCVLO-UHFFFAOYSA-N",
"smiles": "O=C1C(c2cc3c(cc2O)OCO3)c2ccccc2N1CCC1CC1"
},
"smiles": "O=C1C(c2cc3c(cc2O)OCO3)c2ccccc2N1CCC1CC1",
"reactionStepId": "sa_8c2d9c33b3cef58fb8a2e590",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100173967A1;1806;911138\",\"rsmi\":\"O[C:3]1([c:4]2[cH:5][c:6]3[c:7]([cH:8][c:9]2[OH:10])[O:11][CH2:12][O:13]3)[C:2](=[O:1])[N:20]([CH2:21][CH2:22][CH:23]2[CH2:24][CH2:25]2)[c:19]2[c:14]1[cH:15][cH:16][cH:17][cH:18]2>CC[SiH](CC)CC.ClCCl.O=C(O)C(F)(F)F>[O:1]=[C:2]1[CH:3]([c:4]2[cH:5][c:6]3[c:7]([cH:8][c:9]2[OH:10])[O:11][CH2:12][O:13]3)[c:14]2[cH:15][cH:16][cH:17][cH:18][c:19]2[N:20]1[CH2:21][CH2:22][CH:23]1[CH2:24][CH2:25]1\"},\"mapped_reaction_smiles\":\"O[C:3]1([c:4]2[cH:5][c:6]3[c:7]([cH:8][c:9]2[OH:10])[O:11][CH2:12][O:13]3)[C:2](=[O:1])[N:20]([CH2:21][CH2:22][CH:23]2[CH2:24][CH2:25]2)[c:19]2[c:14]1[cH:15][cH:16][cH:17][cH:18]2>CC[SiH](CC)CC.ClCCl.O=C(O)C(F)(F)F>[O:1]=[C:2]1[CH:3]([c:4]2[cH:5][c:6]3[c:7]([cH:8][c:9]2[OH:10])[O:11][CH2:12][O:13]3)[c:14]2[cH:15][cH:16][cH:17][cH:18][c:19]2[N:20]1[CH2:21][CH2:22][CH:23]1[CH2:24][CH2:25]1\"}",
"reactionStep": {
"id": "sa_8c2d9c33b3cef58fb8a2e590",
"reactionHash": "f45e0a9a7d1cf5206ea2b7605b95f86a17d2f64f4b57dae9b15582f78e018e92"
},
"children": [
{
"id": "9625",
"routeId": "sa_e00a8be7443ae5662a825c62",
"moleculeId": "sa_fc67c22f2f0ac7346e69605a",
"parentId": "9624",
"isLeaf": false,
"molecule": {
"id": "sa_fc67c22f2f0ac7346e69605a",
"inchikey": "OMQQRJJVQCYFKS-UHFFFAOYSA-N",
"smiles": "O=C1N(CCC2CC2)c2ccccc2C1(O)c1cc2c(cc1O)OCO2"
},
"smiles": "O=C1N(CCC2CC2)c2ccccc2C1(O)c1cc2c(cc1O)OCO2",
"reactionStepId": "sa_aaf22482b3f23885704aec3c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100173967A1;1805;911137\",\"rsmi\":\"[O:1]=[C:2]1[N:3]([CH2:4][CH2:5][CH:6]2[CH2:7][CH2:8]2)[c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]2[C:15]1=[O:16].[cH:17]1[cH:21][c:20]2[c:19]([cH:18][c:22]1[OH:23])[O:26][CH2:25][O:24]2>C1CCOC1.CC(C)[Mg]Cl.ClCCl>[O:1]=[C:2]1[N:3]([CH2:4][CH2:5][CH:6]2[CH2:7][CH2:8]2)[c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]2[C:15]1([OH:16])[c:17]1[cH:18][c:19]2[c:20]([cH:21][c:22]1[OH:23])[O:24][CH2:25][O:26]2\"},\"mapped_reaction_smiles\":\"[O:1]=[C:2]1[N:3]([CH2:4][CH2:5][CH:6]2[CH2:7][CH2:8]2)[c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]2[C:15]1=[O:16].[cH:17]1[cH:21][c:20]2[c:19]([cH:18][c:22]1[OH:23])[O:26][CH2:25][O:24]2>C1CCOC1.CC(C)[Mg]Cl.ClCCl>[O:1]=[C:2]1[N:3]([CH2:4][CH2:5][CH:6]2[CH2:7][CH2:8]2)[c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]2[C:15]1([OH:16])[c:17]1[cH:18][c:19]2[c:20]([cH:21][c:22]1[OH:23])[O:24][CH2:25][O:26]2\"}",
"reactionStep": {
"id": "sa_aaf22482b3f23885704aec3c",
"reactionHash": "d6f724962e01d944eddce754fbee443c07f3ad3a5531ccaebfebe1a23f68919f"
},
"children": [
{
"id": "9626",
"routeId": "sa_e00a8be7443ae5662a825c62",
"moleculeId": "sa_d5328bf727c166c27272d09b",
"parentId": "9625",
"isLeaf": true,
"molecule": {
"id": "sa_d5328bf727c166c27272d09b",
"inchikey": "LUSZGTFNYDARNI-UHFFFAOYSA-N",
"smiles": "Oc1ccc2c(c1)OCO2"
},
"smiles": "Oc1ccc2c(c1)OCO2",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9627",
"routeId": "sa_e00a8be7443ae5662a825c62",
"moleculeId": "sa_b2631d3e3e66b4af5f7e4f85",
"parentId": "9625",
"isLeaf": false,
"molecule": {
"id": "sa_b2631d3e3e66b4af5f7e4f85",
"inchikey": "QKNGUJYKRIKPLW-UHFFFAOYSA-N",
"smiles": "O=C1C(=O)N(CCC2CC2)c2ccccc21"
},
"smiles": "O=C1C(=O)N(CCC2CC2)c2ccccc21",
"reactionStepId": "sa_2ef6ca650ffdd325cde1b17c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100173967A1;1804;911136\",\"rsmi\":\"Br[CH2:6][CH2:7][CH:8]1[CH2:9][CH2:10]1.[O:1]=[C:2]1[C:3](=[O:4])[NH:5][c:11]2[cH:12][cH:13][cH:14][cH:15][c:16]21>CN(C)C=O.[HH].[Na+]>[O:1]=[C:2]1[C:3](=[O:4])[N:5]([CH2:6][CH2:7][CH:8]2[CH2:9][CH2:10]2)[c:11]2[cH:12][cH:13][cH:14][cH:15][c:16]21\"},\"mapped_reaction_smiles\":\"Br[CH2:6][CH2:7][CH:8]1[CH2:9][CH2:10]1.[O:1]=[C:2]1[C:3](=[O:4])[NH:5][c:11]2[cH:12][cH:13][cH:14][cH:15][c:16]21>CN(C)C=O.[HH].[Na+]>[O:1]=[C:2]1[C:3](=[O:4])[N:5]([CH2:6][CH2:7][CH:8]2[CH2:9][CH2:10]2)[c:11]2[cH:12][cH:13][cH:14][cH:15][c:16]21\"}",
"reactionStep": {
"id": "sa_2ef6ca650ffdd325cde1b17c",
"reactionHash": "3090f4edeef4c10c54c6a0bdafa67536daf74d99b0baf266fddd62a19251fa32"
},
"children": [
{
"id": "9628",
"routeId": "sa_e00a8be7443ae5662a825c62",
"moleculeId": "sa_1edffa3858e43b3ae0c7c6fa",
"parentId": "9627",
"isLeaf": true,
"molecule": {
"id": "sa_1edffa3858e43b3ae0c7c6fa",
"inchikey": "JXDYKVIHCLTXOP-UHFFFAOYSA-N",
"smiles": "O=C1Nc2ccccc2C1=O"
},
"smiles": "O=C1Nc2ccccc2C1=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9629",
"routeId": "sa_e00a8be7443ae5662a825c62",
"moleculeId": "sa_0933becc31b9ddfd42eb1db1",
"parentId": "9627",
"isLeaf": true,
"molecule": {
"id": "sa_0933becc31b9ddfd42eb1db1",
"inchikey": "RIYFONBSYWACFF-UHFFFAOYSA-N",
"smiles": "BrCCC1CC1"
},
"smiles": "BrCCC1CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}