Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cn1ccc2cc(Oc3nc(O)c4ccncc4n3)ccc21
InChiKey
OGJOQXKCDODHAH-UHFFFAOYSA-N
Route Signature
eff10c278cf7917565a567d99f898aa177e3a4fd3f7c10229e7f3d0bdc5d991e
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_80a45481c53cbc5cd2f94063",
"signature": "eff10c278cf7917565a567d99f898aa177e3a4fd3f7c10229e7f3d0bdc5d991e",
"contentHash": "a9ace10bc41a1199fc877c680eb262da67a6819ee1a11e90a14fc72e3e9da221",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_d1f72d577ef8a3dd41ddbdf8",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-02444",
"moleculeId": "sa_db3af7b7dc277f4f61723550",
"smiles": "Cn1ccc2cc(Oc3nc(O)c4ccncc4n3)ccc21",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_db3af7b7dc277f4f61723550",
"inchikey": "OGJOQXKCDODHAH-UHFFFAOYSA-N",
"smiles": "Cn1ccc2cc(Oc3nc(O)c4ccncc4n3)ccc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10713",
"routeId": "sa_80a45481c53cbc5cd2f94063",
"moleculeId": "sa_db3af7b7dc277f4f61723550",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_db3af7b7dc277f4f61723550",
"inchikey": "OGJOQXKCDODHAH-UHFFFAOYSA-N",
"smiles": "Cn1ccc2cc(Oc3nc(O)c4ccncc4n3)ccc21"
},
"smiles": "Cn1ccc2cc(Oc3nc(O)c4ccncc4n3)ccc21",
"reactionStepId": "sa_6f3787d770f6a73a93f5bd30",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160194323A1;0423;1902138\",\"rsmi\":\"Cl[c:9]1[n:10][c:11]2[c:12]([cH:13][cH:14][n:15][cH:16]2)[c:17]([OH:18])[n:19]1.[CH3:1][n:2]1[cH:3][cH:4][c:5]2[cH:6][c:7]([OH:8])[cH:20][cH:21][c:22]12>>[CH3:1][n:2]1[cH:3][cH:4][c:5]2[cH:6][c:7]([O:8][c:9]3[n:10][c:11]4[c:12]([cH:13][cH:14][n:15][cH:16]4)[c:17]([OH:18])[n:19]3)[cH:20][cH:21][c:22]12\"},\"mapped_reaction_smiles\":\"Cl[c:9]1[n:10][c:11]2[c:12]([cH:13][cH:14][n:15][cH:16]2)[c:17]([OH:18])[n:19]1.[CH3:1][n:2]1[cH:3][cH:4][c:5]2[cH:6][c:7]([OH:8])[cH:20][cH:21][c:22]12>>[CH3:1][n:2]1[cH:3][cH:4][c:5]2[cH:6][c:7]([O:8][c:9]3[n:10][c:11]4[c:12]([cH:13][cH:14][n:15][cH:16]4)[c:17]([OH:18])[n:19]3)[cH:20][cH:21][c:22]12\"}",
"reactionStep": {
"id": "sa_6f3787d770f6a73a93f5bd30",
"reactionHash": "82dfdc6ad3b1482dc5cfba01631f567c78b3e6c76b60b122268852b4466307b1"
},
"children": [
{
"id": "10714",
"routeId": "sa_80a45481c53cbc5cd2f94063",
"moleculeId": "sa_e2e8945e1b509075e44b40ac",
"parentId": "10713",
"isLeaf": false,
"molecule": {
"id": "sa_e2e8945e1b509075e44b40ac",
"inchikey": "FNNWTXMUBMHNOD-UHFFFAOYSA-N",
"smiles": "Cn1ccc2cc(O)ccc21"
},
"smiles": "Cn1ccc2cc(O)ccc21",
"reactionStepId": "sa_7ae6ab072666f0e67ae33ea8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160194323A1;0421;1902137\",\"rsmi\":\"c1ccc(C[O:8][c:7]2[cH:6][c:5]3[cH:4][cH:3][n:2]([CH3:1])[c:11]3[cH:10][cH:9]2)cc1>CCO.[Pd]>[CH3:1][n:2]1[cH:3][cH:4][c:5]2[cH:6][c:7]([OH:8])[cH:9][cH:10][c:11]12\"},\"mapped_reaction_smiles\":\"c1ccc(C[O:8][c:7]2[cH:6][c:5]3[cH:4][cH:3][n:2]([CH3:1])[c:11]3[cH:10][cH:9]2)cc1>CCO.[Pd]>[CH3:1][n:2]1[cH:3][cH:4][c:5]2[cH:6][c:7]([OH:8])[cH:9][cH:10][c:11]12\"}",
"reactionStep": {
"id": "sa_7ae6ab072666f0e67ae33ea8",
"reactionHash": "4533733f87c0b0aa33fb69f05787c0a14dcbb06b60f74b61d463460f04afd3cf"
},
"children": [
{
"id": "10715",
"routeId": "sa_80a45481c53cbc5cd2f94063",
"moleculeId": "sa_5aaa1917a9eaf6d610f61b0c",
"parentId": "10714",
"isLeaf": false,
"molecule": {
"id": "sa_5aaa1917a9eaf6d610f61b0c",
"inchikey": "JMFZKYABNMMQHH-UHFFFAOYSA-N",
"smiles": "Cn1ccc2cc(OCc3ccccc3)ccc21"
},
"smiles": "Cn1ccc2cc(OCc3ccccc3)ccc21",
"reactionStepId": "sa_59eb603020e942b46da811f1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160194323A1;0419;1902136\",\"rsmi\":\"I[CH3:1].[nH:2]1[cH:3][cH:4][c:5]2[cH:6][c:7]([O:8][CH2:9][c:10]3[cH:11][cH:12][cH:13][cH:14][cH:15]3)[cH:16][cH:17][c:18]12>CN(C)C=O.O.[HH].[Na+]>[CH3:1][n:2]1[cH:3][cH:4][c:5]2[cH:6][c:7]([O:8][CH2:9][c:10]3[cH:11][cH:12][cH:13][cH:14][cH:15]3)[cH:16][cH:17][c:18]12\"},\"mapped_reaction_smiles\":\"I[CH3:1].[nH:2]1[cH:3][cH:4][c:5]2[cH:6][c:7]([O:8][CH2:9][c:10]3[cH:11][cH:12][cH:13][cH:14][cH:15]3)[cH:16][cH:17][c:18]12>CN(C)C=O.O.[HH].[Na+]>[CH3:1][n:2]1[cH:3][cH:4][c:5]2[cH:6][c:7]([O:8][CH2:9][c:10]3[cH:11][cH:12][cH:13][cH:14][cH:15]3)[cH:16][cH:17][c:18]12\"}",
"reactionStep": {
"id": "sa_59eb603020e942b46da811f1",
"reactionHash": "86f5aa75b3d0a969dfda1a59ae4ae2e06cae372a972aa7e36fdeb839291e0711"
},
"children": [
{
"id": "10716",
"routeId": "sa_80a45481c53cbc5cd2f94063",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "10715",
"isLeaf": true,
"molecule": {
"id": "sa_82fdccf7d1cc329c9db73f21",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10717",
"routeId": "sa_80a45481c53cbc5cd2f94063",
"moleculeId": "sa_5e621dc7ca7a29b19da88187",
"parentId": "10715",
"isLeaf": true,
"molecule": {
"id": "sa_5e621dc7ca7a29b19da88187",
"inchikey": "JCQLPDZCNSVBMS-UHFFFAOYSA-N",
"smiles": "c1ccc(COc2ccc3[nH]ccc3c2)cc1"
},
"smiles": "c1ccc(COc2ccc3[nH]ccc3c2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "10718",
"routeId": "sa_80a45481c53cbc5cd2f94063",
"moleculeId": "sa_2c0a6a626c9c7809f8ecb4dd",
"parentId": "10713",
"isLeaf": false,
"molecule": {
"id": "sa_2c0a6a626c9c7809f8ecb4dd",
"inchikey": "XIALRQNUNYOSJP-UHFFFAOYSA-N",
"smiles": "Oc1nc(Cl)nc2cnccc12"
},
"smiles": "Oc1nc(Cl)nc2cnccc12",
"reactionStepId": "sa_635c895f58212a4c403481d4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160194323A1;0409;1902131\",\"rsmi\":\"Cl[c:2]1[n:3][c:4]([Cl:5])[n:6][c:7]2[c:8]1[cH:9][cH:10][n:11][cH:12]2.[OH2:1]>C1CCOC1.Cl.[Na+].O>[OH:1][c:2]1[n:3][c:4]([Cl:5])[n:6][c:7]2[c:8]1[cH:9][cH:10][n:11][cH:12]2\"},\"mapped_reaction_smiles\":\"Cl[c:2]1[n:3][c:4]([Cl:5])[n:6][c:7]2[c:8]1[cH:9][cH:10][n:11][cH:12]2.[OH2:1]>C1CCOC1.Cl.[Na+].O>[OH:1][c:2]1[n:3][c:4]([Cl:5])[n:6][c:7]2[c:8]1[cH:9][cH:10][n:11][cH:12]2\"}",
"reactionStep": {
"id": "sa_635c895f58212a4c403481d4",
"reactionHash": "d94b9430516b1a763318bc4ca3ec5d9f86ce9c16a67016749f977eadabb7b4b2"
},
"children": [
{
"id": "10719",
"routeId": "sa_80a45481c53cbc5cd2f94063",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "10718",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10720",
"routeId": "sa_80a45481c53cbc5cd2f94063",
"moleculeId": "sa_c0052fd64ab2e9ac50cb57bf",
"parentId": "10718",
"isLeaf": true,
"molecule": {
"id": "sa_c0052fd64ab2e9ac50cb57bf",
"inchikey": "YJUVYWACDUJBDG-UHFFFAOYSA-N",
"smiles": "Clc1nc(Cl)c2ccncc2n1"
},
"smiles": "Clc1nc(Cl)c2ccncc2n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}