Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(O)Cc1cccc(OCCCN(Cc2cccc(OC(F)(F)F)c2)CC(c2ccccc2)c2ccccc2)c1
InChiKey
ONYLCUYSUHWEDH-UHFFFAOYSA-N
Route Signature
5640b0f6d065be1daeb26bc3cbc11439eecfffd7030e7ffc3e4b4a4272aecf4d
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_408eb2da23177c78ed6e4855",
"signature": "5640b0f6d065be1daeb26bc3cbc11439eecfffd7030e7ffc3e4b4a4272aecf4d",
"contentHash": "5a27a13f118e0bdecf62f9230163e748f78a0cf430845446d98bdc8bd385e818",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_909b2ce16b240d4d8a3c1439",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-02986",
"moleculeId": "sa_9874626963fb20104b40174a",
"smiles": "O=C(O)Cc1cccc(OCCCN(Cc2cccc(OC(F)(F)F)c2)CC(c2ccccc2)c2ccccc2)c1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_9874626963fb20104b40174a",
"inchikey": "ONYLCUYSUHWEDH-UHFFFAOYSA-N",
"smiles": "O=C(O)Cc1cccc(OCCCN(Cc2cccc(OC(F)(F)F)c2)CC(c2ccccc2)c2ccccc2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "6607",
"routeId": "sa_408eb2da23177c78ed6e4855",
"moleculeId": "sa_9874626963fb20104b40174a",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_9874626963fb20104b40174a",
"inchikey": "ONYLCUYSUHWEDH-UHFFFAOYSA-N",
"smiles": "O=C(O)Cc1cccc(OCCCN(Cc2cccc(OC(F)(F)F)c2)CC(c2ccccc2)c2ccccc2)c1"
},
"smiles": "O=C(O)Cc1cccc(OCCCN(Cc2cccc(OC(F)(F)F)c2)CC(c2ccccc2)c2ccccc2)c1",
"reactionStepId": "sa_e4979e65e0437c61924b9ba0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08993628B2;0076;1599368\",\"rsmi\":\"C[O:3][C:2](=[O:1])[CH2:4][c:5]1[cH:6][c:7]([O:8][CH2:9][CH2:10][CH2:11][N:12]([CH2:13][c:14]2[cH:15][c:16]([O:17][C:18]([F:19])([F:20])[F:21])[cH:22][cH:23][cH:24]2)[CH2:25][CH:26]([c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[c:33]2[cH:34][cH:35][cH:36][cH:37][cH:38]2)[cH:39][cH:40][cH:41]1>CO.[Na+].O>[O:1]=[C:2]([OH:3])[CH2:4][c:5]1[cH:6][c:7]([O:8][CH2:9][CH2:10][CH2:11][N:12]([CH2:13][c:14]2[cH:15][c:16]([O:17][C:18]([F:19])([F:20])[F:21])[cH:22][cH:23][cH:24]2)[CH2:25][CH:26]([c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[c:33]2[cH:34][cH:35][cH:36][cH:37][cH:38]2)[cH:39][cH:40][cH:41]1\"},\"mapped_reaction_smiles\":\"C[O:3][C:2](=[O:1])[CH2:4][c:5]1[cH:6][c:7]([O:8][CH2:9][CH2:10][CH2:11][N:12]([CH2:13][c:14]2[cH:15][c:16]([O:17][C:18]([F:19])([F:20])[F:21])[cH:22][cH:23][cH:24]2)[CH2:25][CH:26]([c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[c:33]2[cH:34][cH:35][cH:36][cH:37][cH:38]2)[cH:39][cH:40][cH:41]1>CO.[Na+].O>[O:1]=[C:2]([OH:3])[CH2:4][c:5]1[cH:6][c:7]([O:8][CH2:9][CH2:10][CH2:11][N:12]([CH2:13][c:14]2[cH:15][c:16]([O:17][C:18]([F:19])([F:20])[F:21])[cH:22][cH:23][cH:24]2)[CH2:25][CH:26]([c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[c:33]2[cH:34][cH:35][cH:36][cH:37][cH:38]2)[cH:39][cH:40][cH:41]1\"}",
"reactionStep": {
"id": "sa_e4979e65e0437c61924b9ba0",
"reactionHash": "dee02d02f306be1295601192f0e32e7ba0f3260f850c2ce34326f8ec0d41612a"
},
"children": [
{
"id": "6608",
"routeId": "sa_408eb2da23177c78ed6e4855",
"moleculeId": "sa_72fd3a346a0e24d018af7b4c",
"parentId": "6607",
"isLeaf": false,
"molecule": {
"id": "sa_72fd3a346a0e24d018af7b4c",
"inchikey": "HPFOCJLYJZXMHF-UHFFFAOYSA-N",
"smiles": "COC(=O)Cc1cccc(OCCCN(Cc2cccc(OC(F)(F)F)c2)CC(c2ccccc2)c2ccccc2)c1"
},
"smiles": "COC(=O)Cc1cccc(OCCCN(Cc2cccc(OC(F)(F)F)c2)CC(c2ccccc2)c2ccccc2)c1",
"reactionStepId": "sa_bba7ee66a7370d0a9624f361",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08993628B2;0066;1599358\",\"rsmi\":\"Br[CH2:14][c:15]1[cH:16][c:17]([O:18][C:19]([F:20])([F:21])[F:22])[cH:23][cH:24][cH:25]1.[CH3:1][O:2][C:3](=[O:4])[CH2:5][c:6]1[cH:7][c:8]([O:9][CH2:10][CH2:11][CH2:12][NH:13][CH2:26][CH:27]([c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)[c:34]2[cH:35][cH:36][cH:37][cH:38][cH:39]2)[cH:40][cH:41][cH:42]1>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[CH2:5][c:6]1[cH:7][c:8]([O:9][CH2:10][CH2:11][CH2:12][N:13]([CH2:14][c:15]2[cH:16][c:17]([O:18][C:19]([F:20])([F:21])[F:22])[cH:23][cH:24][cH:25]2)[CH2:26][CH:27]([c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)[c:34]2[cH:35][cH:36][cH:37][cH:38][cH:39]2)[cH:40][cH:41][cH:42]1\"},\"mapped_reaction_smiles\":\"Br[CH2:14][c:15]1[cH:16][c:17]([O:18][C:19]([F:20])([F:21])[F:22])[cH:23][cH:24][cH:25]1.[CH3:1][O:2][C:3](=[O:4])[CH2:5][c:6]1[cH:7][c:8]([O:9][CH2:10][CH2:11][CH2:12][NH:13][CH2:26][CH:27]([c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)[c:34]2[cH:35][cH:36][cH:37][cH:38][cH:39]2)[cH:40][cH:41][cH:42]1>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[CH2:5][c:6]1[cH:7][c:8]([O:9][CH2:10][CH2:11][CH2:12][N:13]([CH2:14][c:15]2[cH:16][c:17]([O:18][C:19]([F:20])([F:21])[F:22])[cH:23][cH:24][cH:25]2)[CH2:26][CH:27]([c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)[c:34]2[cH:35][cH:36][cH:37][cH:38][cH:39]2)[cH:40][cH:41][cH:42]1\"}",
"reactionStep": {
"id": "sa_bba7ee66a7370d0a9624f361",
"reactionHash": "7d54bd820366d8f5c6f14ad79f1879de426f483375a89b62a0de4cabfb69a0b8"
},
"children": [
{
"id": "6609",
"routeId": "sa_408eb2da23177c78ed6e4855",
"moleculeId": "sa_d4fe30392b396ab6ce5d5b9e",
"parentId": "6608",
"isLeaf": false,
"molecule": {
"id": "sa_d4fe30392b396ab6ce5d5b9e",
"inchikey": "ATGDXFDBYPMODJ-UHFFFAOYSA-N",
"smiles": "COC(=O)Cc1cccc(OCCCNCC(c2ccccc2)c2ccccc2)c1"
},
"smiles": "COC(=O)Cc1cccc(OCCCNCC(c2ccccc2)c2ccccc2)c1",
"reactionStepId": "sa_74b445fc00106b23a0a64ebd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08993628B2;0063;1599356\",\"rsmi\":\"Br[CH2:12][CH2:11][CH2:10][O:9][c:8]1[cH:7][c:6]([CH2:5][C:3]([O:2][CH3:1])=[O:4])[cH:30][cH:29][cH:28]1.[NH2:13][CH2:14][CH:15]([c:16]1[cH:17][cH:18][cH:19][cH:20][cH:21]1)[c:22]1[cH:23][cH:24][cH:25][cH:26][cH:27]1>CS(C)=O.O>[CH3:1][O:2][C:3](=[O:4])[CH2:5][c:6]1[cH:7][c:8]([O:9][CH2:10][CH2:11][CH2:12][NH:13][CH2:14][CH:15]([c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[c:22]2[cH:23][cH:24][cH:25][cH:26][cH:27]2)[cH:28][cH:29][cH:30]1\"},\"mapped_reaction_smiles\":\"Br[CH2:12][CH2:11][CH2:10][O:9][c:8]1[cH:7][c:6]([CH2:5][C:3]([O:2][CH3:1])=[O:4])[cH:30][cH:29][cH:28]1.[NH2:13][CH2:14][CH:15]([c:16]1[cH:17][cH:18][cH:19][cH:20][cH:21]1)[c:22]1[cH:23][cH:24][cH:25][cH:26][cH:27]1>CS(C)=O.O>[CH3:1][O:2][C:3](=[O:4])[CH2:5][c:6]1[cH:7][c:8]([O:9][CH2:10][CH2:11][CH2:12][NH:13][CH2:14][CH:15]([c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[c:22]2[cH:23][cH:24][cH:25][cH:26][cH:27]2)[cH:28][cH:29][cH:30]1\"}",
"reactionStep": {
"id": "sa_74b445fc00106b23a0a64ebd",
"reactionHash": "4fae78baa3eb53d76ca1557ded80bf7763238edc25755c1a3c76ed0d120f224c"
},
"children": [
{
"id": "6610",
"routeId": "sa_408eb2da23177c78ed6e4855",
"moleculeId": "sa_c7624ffd27b4e66efa26a4b7",
"parentId": "6609",
"isLeaf": true,
"molecule": {
"id": "sa_c7624ffd27b4e66efa26a4b7",
"inchikey": "RXMTUVIKZRXSSM-UHFFFAOYSA-N",
"smiles": "NCC(c1ccccc1)c1ccccc1"
},
"smiles": "NCC(c1ccccc1)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6611",
"routeId": "sa_408eb2da23177c78ed6e4855",
"moleculeId": "sa_9e4650f4a40ba0559fc88c7e",
"parentId": "6609",
"isLeaf": false,
"molecule": {
"id": "sa_9e4650f4a40ba0559fc88c7e",
"inchikey": "UDKUNKJCVDYGCB-UHFFFAOYSA-N",
"smiles": "COC(=O)Cc1cccc(OCCCBr)c1"
},
"smiles": "COC(=O)Cc1cccc(OCCCBr)c1",
"reactionStepId": "sa_573e4c5be7b0ae9dfcd31601",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08993628B2;0062;1599355\",\"rsmi\":\"O[c:8]1[cH:7][c:6]([CH2:5][C:3]([O:2][CH3:1])=[O:4])[cH:16][cH:15][cH:14]1.[OH:9][CH2:10][CH2:11][CH2:12][Br:13]>CC(C)OC(=O)N=NC(=O)OC(C)C.ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[CH2:5][c:6]1[cH:7][c:8]([O:9][CH2:10][CH2:11][CH2:12][Br:13])[cH:14][cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"O[c:8]1[cH:7][c:6]([CH2:5][C:3]([O:2][CH3:1])=[O:4])[cH:16][cH:15][cH:14]1.[OH:9][CH2:10][CH2:11][CH2:12][Br:13]>CC(C)OC(=O)N=NC(=O)OC(C)C.ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[CH2:5][c:6]1[cH:7][c:8]([O:9][CH2:10][CH2:11][CH2:12][Br:13])[cH:14][cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_573e4c5be7b0ae9dfcd31601",
"reactionHash": "a2d02219ecec6581fa1e5d5708e5f86b093cfffe730ca06801051f2046eaae05"
},
"children": [
{
"id": "6612",
"routeId": "sa_408eb2da23177c78ed6e4855",
"moleculeId": "sa_9bb1f2462a1db83dea1686bf",
"parentId": "6611",
"isLeaf": false,
"molecule": {
"id": "sa_9bb1f2462a1db83dea1686bf",
"inchikey": "AMDDOQIUPAINLH-UHFFFAOYSA-N",
"smiles": "COC(=O)Cc1cccc(O)c1"
},
"smiles": "COC(=O)Cc1cccc(O)c1",
"reactionStepId": "sa_21afbe62deee8f9e6ebfc771",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08993628B2;0061;1599354\",\"rsmi\":\"O[C:3](=[O:4])[CH2:5][c:6]1[cH:7][c:8]([OH:9])[cH:10][cH:11][cH:12]1.[CH3:1][OH:2]>O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[CH2:5][c:6]1[cH:7][c:8]([OH:9])[cH:10][cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"O[C:3](=[O:4])[CH2:5][c:6]1[cH:7][c:8]([OH:9])[cH:10][cH:11][cH:12]1.[CH3:1][OH:2]>O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[CH2:5][c:6]1[cH:7][c:8]([OH:9])[cH:10][cH:11][cH:12]1\"}",
"reactionStep": {
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"reactionHash": "83a2209f5d41461a306d7c803a8ae4808b998d1befdc84dd5064891defb79f07"
},
"children": [
{
"id": "6613",
"routeId": "sa_408eb2da23177c78ed6e4855",
"moleculeId": "sa_1760c1f30c9da9ec68cd8449",
"parentId": "6612",
"isLeaf": true,
"molecule": {
"id": "sa_1760c1f30c9da9ec68cd8449",
"inchikey": "FVMDYYGIDFPZAX-UHFFFAOYSA-N",
"smiles": "O=C(O)Cc1cccc(O)c1"
},
"smiles": "O=C(O)Cc1cccc(O)c1",
"reactionStepId": null,
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"metadata": null,
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},
{
"id": "6614",
"routeId": "sa_408eb2da23177c78ed6e4855",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "6612",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
},
{
"id": "6615",
"routeId": "sa_408eb2da23177c78ed6e4855",
"moleculeId": "sa_4e0739973446652372900716",
"parentId": "6611",
"isLeaf": true,
"molecule": {
"id": "sa_4e0739973446652372900716",
"inchikey": "RQFUZUMFPRMVDX-UHFFFAOYSA-N",
"smiles": "OCCCBr"
},
"smiles": "OCCCBr",
"reactionStepId": null,
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}
]
}
]
},
{
"id": "6616",
"routeId": "sa_408eb2da23177c78ed6e4855",
"moleculeId": "sa_db03d8115b891e45f13291e5",
"parentId": "6608",
"isLeaf": true,
"molecule": {
"id": "sa_db03d8115b891e45f13291e5",
"inchikey": "QSIVWRRHVXSDNE-UHFFFAOYSA-N",
"smiles": "FC(F)(F)Oc1cccc(CBr)c1"
},
"smiles": "FC(F)(F)Oc1cccc(CBr)c1",
"reactionStepId": null,
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}
]
}
]
}
}