Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)NC(=O)Oc1ccc(-c2nn(C3CCCC3)c3c(F)cccc23)cc1
InChiKey
XANLLYAZHOFQQS-UHFFFAOYSA-N
Route Signature
59c7b6e05497c7db8a5b6e9f68b39b56b5a29a73b71311425856639624bcab16
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_ac2e8cd9093510989d457bf1",
"signature": "59c7b6e05497c7db8a5b6e9f68b39b56b5a29a73b71311425856639624bcab16",
"contentHash": "a12888fa0860856bb6ca9b0a46bd20ff278012b97b8f6b6faba67ae95d7a1315",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_e7398dd45bc88fd2b4def762",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00770",
"moleculeId": "sa_0c531b719a5775f1d972d56b",
"smiles": "CC(C)(C)NC(=O)Oc1ccc(-c2nn(C3CCCC3)c3c(F)cccc23)cc1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_0c531b719a5775f1d972d56b",
"inchikey": "XANLLYAZHOFQQS-UHFFFAOYSA-N",
"smiles": "CC(C)(C)NC(=O)Oc1ccc(-c2nn(C3CCCC3)c3c(F)cccc23)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "4849",
"routeId": "sa_ac2e8cd9093510989d457bf1",
"moleculeId": "sa_0c531b719a5775f1d972d56b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0c531b719a5775f1d972d56b",
"inchikey": "XANLLYAZHOFQQS-UHFFFAOYSA-N",
"smiles": "CC(C)(C)NC(=O)Oc1ccc(-c2nn(C3CCCC3)c3c(F)cccc23)cc1"
},
"smiles": "CC(C)(C)NC(=O)Oc1ccc(-c2nn(C3CCCC3)c3c(F)cccc23)cc1",
"reactionStepId": "sa_3a81f9a4b2a12b047f86bb9a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070225349A1;0566;500469\",\"rsmi\":\"[CH3:1][C:2]([CH3:3])([CH3:4])[N:5]=[C:6]=[O:7].[OH:8][c:9]1[cH:10][cH:11][c:12](-[c:13]2[n:14][n:15]([CH:16]3[CH2:17][CH2:18][CH2:19][CH2:20]3)[c:21]3[c:22]([F:23])[cH:24][cH:25][cH:26][c:27]23)[cH:28][cH:29]1>C1COCCO1>[CH3:1][C:2]([CH3:3])([CH3:4])[NH:5][C:6](=[O:7])[O:8][c:9]1[cH:10][cH:11][c:12](-[c:13]2[n:14][n:15]([CH:16]3[CH2:17][CH2:18][CH2:19][CH2:20]3)[c:21]3[c:22]([F:23])[cH:24][cH:25][cH:26][c:27]23)[cH:28][cH:29]1\"},\"mapped_reaction_smiles\":\"[CH3:1][C:2]([CH3:3])([CH3:4])[N:5]=[C:6]=[O:7].[OH:8][c:9]1[cH:10][cH:11][c:12](-[c:13]2[n:14][n:15]([CH:16]3[CH2:17][CH2:18][CH2:19][CH2:20]3)[c:21]3[c:22]([F:23])[cH:24][cH:25][cH:26][c:27]23)[cH:28][cH:29]1>C1COCCO1>[CH3:1][C:2]([CH3:3])([CH3:4])[NH:5][C:6](=[O:7])[O:8][c:9]1[cH:10][cH:11][c:12](-[c:13]2[n:14][n:15]([CH:16]3[CH2:17][CH2:18][CH2:19][CH2:20]3)[c:21]3[c:22]([F:23])[cH:24][cH:25][cH:26][c:27]23)[cH:28][cH:29]1\"}",
"reactionStep": {
"id": "sa_3a81f9a4b2a12b047f86bb9a",
"reactionHash": "fe2f01fbff0542f5cf66fbfae7e83019a9613b00fa19f6e3a2d9a2e0e244bc83"
},
"children": [
{
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"routeId": "sa_ac2e8cd9093510989d457bf1",
"moleculeId": "sa_c88d4ebb9d83c2efa39bf64a",
"parentId": "4849",
"isLeaf": false,
"molecule": {
"id": "sa_c88d4ebb9d83c2efa39bf64a",
"inchikey": "IYPUUNMLLKLEOH-UHFFFAOYSA-N",
"smiles": "Oc1ccc(-c2nn(C3CCCC3)c3c(F)cccc23)cc1"
},
"smiles": "Oc1ccc(-c2nn(C3CCCC3)c3c(F)cccc23)cc1",
"reactionStepId": "sa_3da3d1075bca3dbf54e6dd49",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070225349A1;0343;500379\",\"rsmi\":\"C[O:1][c:2]1[cH:3][cH:4][c:5](-[c:6]2[n:7][n:8]([CH:9]3[CH2:10][CH2:11][CH2:12][CH2:13]3)[c:14]3[c:15]([F:16])[cH:17][cH:18][cH:19][c:20]23)[cH:21][cH:22]1>BrB(Br)Br.C1=CCCCC1>[OH:1][c:2]1[cH:3][cH:4][c:5](-[c:6]2[n:7][n:8]([CH:9]3[CH2:10][CH2:11][CH2:12][CH2:13]3)[c:14]3[c:15]([F:16])[cH:17][cH:18][cH:19][c:20]23)[cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"C[O:1][c:2]1[cH:3][cH:4][c:5](-[c:6]2[n:7][n:8]([CH:9]3[CH2:10][CH2:11][CH2:12][CH2:13]3)[c:14]3[c:15]([F:16])[cH:17][cH:18][cH:19][c:20]23)[cH:21][cH:22]1>BrB(Br)Br.C1=CCCCC1>[OH:1][c:2]1[cH:3][cH:4][c:5](-[c:6]2[n:7][n:8]([CH:9]3[CH2:10][CH2:11][CH2:12][CH2:13]3)[c:14]3[c:15]([F:16])[cH:17][cH:18][cH:19][c:20]23)[cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_3da3d1075bca3dbf54e6dd49",
"reactionHash": "eee284ab600eea3d254e291c2b6798f7ac59162a301d8aa43651cded3f831bf2"
},
"children": [
{
"id": "4851",
"routeId": "sa_ac2e8cd9093510989d457bf1",
"moleculeId": "sa_634e859867155e2d99c0765e",
"parentId": "4850",
"isLeaf": false,
"molecule": {
"id": "sa_634e859867155e2d99c0765e",
"inchikey": "QOXNCHDNLWWLDK-UHFFFAOYSA-N",
"smiles": "COc1ccc(-c2nn(C3CCCC3)c3c(F)cccc23)cc1"
},
"smiles": "COc1ccc(-c2nn(C3CCCC3)c3c(F)cccc23)cc1",
"reactionStepId": "sa_75563cbddfa06f07d1814f69",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070225349A1;0341;500378\",\"rsmi\":\"Br[CH:10]1[CH2:11][CH2:12][CH2:13][CH2:14]1.[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[n:8][nH:9][c:15]3[c:16]([F:17])[cH:18][cH:19][cH:20][c:21]23)[cH:22][cH:23]1>[HH].[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[n:8][n:9]([CH:10]3[CH2:11][CH2:12][CH2:13][CH2:14]3)[c:15]3[c:16]([F:17])[cH:18][cH:19][cH:20][c:21]23)[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"Br[CH:10]1[CH2:11][CH2:12][CH2:13][CH2:14]1.[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[n:8][nH:9][c:15]3[c:16]([F:17])[cH:18][cH:19][cH:20][c:21]23)[cH:22][cH:23]1>[HH].[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[n:8][n:9]([CH:10]3[CH2:11][CH2:12][CH2:13][CH2:14]3)[c:15]3[c:16]([F:17])[cH:18][cH:19][cH:20][c:21]23)[cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_75563cbddfa06f07d1814f69",
"reactionHash": "12c865efc54f75fd78740017b8738fca1cfdedf1d0b552eae2b4d16ee50ee66c"
},
"children": [
{
"id": "4852",
"routeId": "sa_ac2e8cd9093510989d457bf1",
"moleculeId": "sa_677b9149d11c4741b2c2fb30",
"parentId": "4851",
"isLeaf": true,
"molecule": {
"id": "sa_677b9149d11c4741b2c2fb30",
"inchikey": "BRTFVKHPEHKBQF-UHFFFAOYSA-N",
"smiles": "BrC1CCCC1"
},
"smiles": "BrC1CCCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4853",
"routeId": "sa_ac2e8cd9093510989d457bf1",
"moleculeId": "sa_aa9789dfed8ac8941a983f2b",
"parentId": "4851",
"isLeaf": false,
"molecule": {
"id": "sa_aa9789dfed8ac8941a983f2b",
"inchikey": "PSHGUZWSSPCMBP-UHFFFAOYSA-N",
"smiles": "COc1ccc(-c2n[nH]c3c(F)cccc23)cc1"
},
"smiles": "COc1ccc(-c2n[nH]c3c(F)cccc23)cc1",
"reactionStepId": "sa_337b789d0cacc1fae1becb6d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070225349A1;0238;500326\",\"rsmi\":\"O=[C:7]([c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:18][cH:17]1)[c:16]1[c:10](F)[c:11]([F:12])[cH:13][cH:14][cH:15]1.[NH2:8][NH2:9]>CN(C)c1ccncc1.O>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[n:8][nH:9][c:10]3[c:11]([F:12])[cH:13][cH:14][cH:15][c:16]23)[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"O=[C:7]([c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:18][cH:17]1)[c:16]1[c:10](F)[c:11]([F:12])[cH:13][cH:14][cH:15]1.[NH2:8][NH2:9]>CN(C)c1ccncc1.O>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[n:8][nH:9][c:10]3[c:11]([F:12])[cH:13][cH:14][cH:15][c:16]23)[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_337b789d0cacc1fae1becb6d",
"reactionHash": "8411f4ae853e0b0bf2caa41f5fa4c49929e014d93dc48562af5ce6f96fe318fa"
},
"children": [
{
"id": "4854",
"routeId": "sa_ac2e8cd9093510989d457bf1",
"moleculeId": "sa_b6f0bc4fea2e4dd0f1064cc7",
"parentId": "4853",
"isLeaf": false,
"molecule": {
"id": "sa_b6f0bc4fea2e4dd0f1064cc7",
"inchikey": "GLSFZJUCKOBXET-UHFFFAOYSA-N",
"smiles": "COc1ccc(C(=O)c2cccc(F)c2F)cc1"
},
"smiles": "COc1ccc(C(=O)c2cccc(F)c2F)cc1",
"reactionStepId": "sa_1d56aabd1988a3b1d492ce62",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070225349A1;0123;500283\",\"rsmi\":\"Br[Mg][c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:18][cH:17]1.CON(C)[C:7](=[O:8])[c:9]1[c:10]([F:11])[c:12]([F:13])[cH:14][cH:15][cH:16]1>>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([C:7](=[O:8])[c:9]2[c:10]([F:11])[c:12]([F:13])[cH:14][cH:15][cH:16]2)[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"Br[Mg][c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:18][cH:17]1.CON(C)[C:7](=[O:8])[c:9]1[c:10]([F:11])[c:12]([F:13])[cH:14][cH:15][cH:16]1>>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([C:7](=[O:8])[c:9]2[c:10]([F:11])[c:12]([F:13])[cH:14][cH:15][cH:16]2)[cH:17][cH:18]1\"}",
"reactionStep": {
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"reactionHash": "f7682a131e20711c1e559d938eb5a5c92e8fe8a0188a178b8ee3fae7450e7955"
},
"children": [
{
"id": "4855",
"routeId": "sa_ac2e8cd9093510989d457bf1",
"moleculeId": "sa_f1dd7db289e86f0af8a26328",
"parentId": "4854",
"isLeaf": false,
"molecule": {
"id": "sa_f1dd7db289e86f0af8a26328",
"inchikey": "JJGWLXYLNIOSOO-UHFFFAOYSA-N",
"smiles": "CON(C)C(=O)c1cccc(F)c1F"
},
"smiles": "CON(C)C(=O)c1cccc(F)c1F",
"reactionStepId": "sa_8ad7a47a947e9950986a4cf2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070225349A1;0121;500282\",\"rsmi\":\"O[C:5](=[O:6])[c:7]1[c:8]([F:9])[c:10]([F:11])[cH:12][cH:13][cH:14]1.[CH3:1][O:2][NH:3][CH3:4]>Cl.O=C(Cl)C(=O)Cl.c1ccncc1>[CH3:1][O:2][N:3]([CH3:4])[C:5](=[O:6])[c:7]1[c:8]([F:9])[c:10]([F:11])[cH:12][cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"O[C:5](=[O:6])[c:7]1[c:8]([F:9])[c:10]([F:11])[cH:12][cH:13][cH:14]1.[CH3:1][O:2][NH:3][CH3:4]>Cl.O=C(Cl)C(=O)Cl.c1ccncc1>[CH3:1][O:2][N:3]([CH3:4])[C:5](=[O:6])[c:7]1[c:8]([F:9])[c:10]([F:11])[cH:12][cH:13][cH:14]1\"}",
"reactionStep": {
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"reactionHash": "ab4b762cf2d0f88f9a33a825d9e3907b0a8b8f814eeccebcc29b18e71d2d97a6"
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"children": [
{
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"moleculeId": "sa_825e367ff5c405453e8e5d3c",
"parentId": "4855",
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"molecule": {
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"inchikey": "JLZVIWSFUPLSOR-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cccc(F)c1F"
},
"smiles": "O=C(O)c1cccc(F)c1F",
"reactionStepId": null,
"template": null,
"metadata": null,
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},
{
"id": "4857",
"routeId": "sa_ac2e8cd9093510989d457bf1",
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"molecule": {
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"inchikey": "KRKPYFLIYNGWTE-UHFFFAOYSA-N",
"smiles": "CNOC"
},
"smiles": "CNOC",
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}
]
},
{
"id": "4858",
"routeId": "sa_ac2e8cd9093510989d457bf1",
"moleculeId": "sa_cc2b1824237be3d9b2b6a27d",
"parentId": "4854",
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"molecule": {
"id": "sa_cc2b1824237be3d9b2b6a27d",
"inchikey": "JKXAZEXIOPFJSC-UHFFFAOYSA-M",
"smiles": "COC1=CC=C=C[CH]1[Mg][Br]"
},
"smiles": "COc1cc[c]([Mg][Br])cc1",
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}
]
},
{
"id": "4859",
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"parentId": "4853",
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"molecule": {
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"inchikey": "OAKJQQAXSVQMHS-UHFFFAOYSA-N",
"smiles": "NN"
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}
]
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]
}
]
},
{
"id": "4860",
"routeId": "sa_ac2e8cd9093510989d457bf1",
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"parentId": "4849",
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"molecule": {
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"inchikey": "MGOLNIXAPIAKFM-UHFFFAOYSA-N",
"smiles": "CC(C)(C)N=C=O"
},
"smiles": "CC(C)(C)N=C=O",
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}
]
}
}