Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(Sc1nc(CCOc2ccc(C#Cc3ccccc3)cc2)cs1)C(=O)O
InChiKey
GNRBAKQWAJQCKY-UHFFFAOYSA-N
Route Signature
895fe23e7dfd6bfbb93e2e937d986033f10cba8b6f7b727eb8cf1b6356c4363b
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_72896c99843b454368b74313",
"signature": "895fe23e7dfd6bfbb93e2e937d986033f10cba8b6f7b727eb8cf1b6356c4363b",
"contentHash": "5d0874b7b2c34122a54ffd6cab680d6bdee725885d42ecd629804facc0ce26db",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_3ed06fbb1eca8f198e46a427",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01543",
"moleculeId": "sa_90b4b8a5d131423b690bf254",
"smiles": "CC(C)(Sc1nc(CCOc2ccc(C#Cc3ccccc3)cc2)cs1)C(=O)O",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_90b4b8a5d131423b690bf254",
"inchikey": "GNRBAKQWAJQCKY-UHFFFAOYSA-N",
"smiles": "CC(C)(Sc1nc(CCOc2ccc(C#Cc3ccccc3)cc2)cs1)C(=O)O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14434",
"routeId": "sa_72896c99843b454368b74313",
"moleculeId": "sa_90b4b8a5d131423b690bf254",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_90b4b8a5d131423b690bf254",
"inchikey": "GNRBAKQWAJQCKY-UHFFFAOYSA-N",
"smiles": "CC(C)(Sc1nc(CCOc2ccc(C#Cc3ccccc3)cc2)cs1)C(=O)O"
},
"smiles": "CC(C)(Sc1nc(CCOc2ccc(C#Cc3ccccc3)cc2)cs1)C(=O)O",
"reactionStepId": "sa_6058c51e0582a1fa1a386a9a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080167307A1;0807;588853\",\"rsmi\":\"C[O:29][C:27]([C:2]([CH3:1])([CH3:3])[S:4][c:5]1[n:6][c:7]([CH2:8][CH2:9][O:10][c:11]2[cH:12][cH:13][c:14]([C:15]#[C:16][c:17]3[cH:18][cH:19][cH:20][cH:21][cH:22]3)[cH:23][cH:24]2)[cH:25][s:26]1)=[O:28]>C1CCOC1.CO.[Na+].O>[CH3:1][C:2]([CH3:3])([S:4][c:5]1[n:6][c:7]([CH2:8][CH2:9][O:10][c:11]2[cH:12][cH:13][c:14]([C:15]#[C:16][c:17]3[cH:18][cH:19][cH:20][cH:21][cH:22]3)[cH:23][cH:24]2)[cH:25][s:26]1)[C:27](=[O:28])[OH:29]\"},\"mapped_reaction_smiles\":\"C[O:29][C:27]([C:2]([CH3:1])([CH3:3])[S:4][c:5]1[n:6][c:7]([CH2:8][CH2:9][O:10][c:11]2[cH:12][cH:13][c:14]([C:15]#[C:16][c:17]3[cH:18][cH:19][cH:20][cH:21][cH:22]3)[cH:23][cH:24]2)[cH:25][s:26]1)=[O:28]>C1CCOC1.CO.[Na+].O>[CH3:1][C:2]([CH3:3])([S:4][c:5]1[n:6][c:7]([CH2:8][CH2:9][O:10][c:11]2[cH:12][cH:13][c:14]([C:15]#[C:16][c:17]3[cH:18][cH:19][cH:20][cH:21][cH:22]3)[cH:23][cH:24]2)[cH:25][s:26]1)[C:27](=[O:28])[OH:29]\"}",
"reactionStep": {
"id": "sa_6058c51e0582a1fa1a386a9a",
"reactionHash": "0a1a425fab7cfdc9ba6ce8b31e552a9d1473deaed53d5f4539da54fca3948fa8"
},
"children": [
{
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"moleculeId": "sa_c53e6589fb5ce9420fadf74a",
"parentId": "14434",
"isLeaf": false,
"molecule": {
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"inchikey": "VEHIYTICNXHDIF-UHFFFAOYSA-N",
"smiles": "COC(=O)C(C)(C)Sc1nc(CCOc2ccc(C#Cc3ccccc3)cc2)cs1"
},
"smiles": "COC(=O)C(C)(C)Sc1nc(CCOc2ccc(C#Cc3ccccc3)cc2)cs1",
"reactionStepId": "sa_85256edc620fabfe35f4623b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080167307A1;0804;588852\",\"rsmi\":\"I[c:18]1[cH:17][cH:16][c:15]([O:14][CH2:13][CH2:12][c:11]2[n:10][c:9]([S:8][C:5]([C:3]([O:2][CH3:1])=[O:4])([CH3:6])[CH3:7])[s:30][cH:29]2)[cH:28][cH:27]1.[CH:19]#[C:20][c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1>CCN(CC)CC.CN(C)C=O.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.O.[Cu]I>[CH3:1][O:2][C:3](=[O:4])[C:5]([CH3:6])([CH3:7])[S:8][c:9]1[n:10][c:11]([CH2:12][CH2:13][O:14][c:15]2[cH:16][cH:17][c:18]([C:19]#[C:20][c:21]3[cH:22][cH:23][cH:24][cH:25][cH:26]3)[cH:27][cH:28]2)[cH:29][s:30]1\"},\"mapped_reaction_smiles\":\"I[c:18]1[cH:17][cH:16][c:15]([O:14][CH2:13][CH2:12][c:11]2[n:10][c:9]([S:8][C:5]([C:3]([O:2][CH3:1])=[O:4])([CH3:6])[CH3:7])[s:30][cH:29]2)[cH:28][cH:27]1.[CH:19]#[C:20][c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1>CCN(CC)CC.CN(C)C=O.Cl[Pd](Cl)([PH](c1ccccc1)(c1ccccc1)c1ccccc1)[PH](c1ccccc1)(c1ccccc1)c1ccccc1.O.[Cu]I>[CH3:1][O:2][C:3](=[O:4])[C:5]([CH3:6])([CH3:7])[S:8][c:9]1[n:10][c:11]([CH2:12][CH2:13][O:14][c:15]2[cH:16][cH:17][c:18]([C:19]#[C:20][c:21]3[cH:22][cH:23][cH:24][cH:25][cH:26]3)[cH:27][cH:28]2)[cH:29][s:30]1\"}",
"reactionStep": {
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"reactionHash": "e441cf02e792461dba1b4c175e28dca19db1bba3435a6fe0c8bf414ab1922939"
},
"children": [
{
"id": "14436",
"routeId": "sa_72896c99843b454368b74313",
"moleculeId": "sa_28fc2c826d3ad9c0d10fd7b4",
"parentId": "14435",
"isLeaf": true,
"molecule": {
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"inchikey": "UEXCJVNBTNXOEH-UHFFFAOYSA-N",
"smiles": "C#Cc1ccccc1"
},
"smiles": "C#Cc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14437",
"routeId": "sa_72896c99843b454368b74313",
"moleculeId": "sa_bbe6f8f4cac718e492c36675",
"parentId": "14435",
"isLeaf": false,
"molecule": {
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"inchikey": "YWEYISIJDARGHG-UHFFFAOYSA-N",
"smiles": "COC(=O)C(C)(C)Sc1nc(CCOc2ccc(I)cc2)cs1"
},
"smiles": "COC(=O)C(C)(C)Sc1nc(CCOc2ccc(I)cc2)cs1",
"reactionStepId": "sa_00e63d2189f6343eece650ca",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080167307A1;0801;588851\",\"rsmi\":\"C[C:1](C)(C)[O:2][C:3](=[O:4])[C:5]([CH3:6])([CH3:7])[S:8][c:9]1[n:10][c:11]([CH2:12][CH2:13][O:14][c:15]2[cH:16][cH:17][c:18]([I:19])[cH:20][cH:21]2)[cH:22][s:23]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][O:2][C:3](=[O:4])[C:5]([CH3:6])([CH3:7])[S:8][c:9]1[n:10][c:11]([CH2:12][CH2:13][O:14][c:15]2[cH:16][cH:17][c:18]([I:19])[cH:20][cH:21]2)[cH:22][s:23]1\"},\"mapped_reaction_smiles\":\"C[C:1](C)(C)[O:2][C:3](=[O:4])[C:5]([CH3:6])([CH3:7])[S:8][c:9]1[n:10][c:11]([CH2:12][CH2:13][O:14][c:15]2[cH:16][cH:17][c:18]([I:19])[cH:20][cH:21]2)[cH:22][s:23]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][O:2][C:3](=[O:4])[C:5]([CH3:6])([CH3:7])[S:8][c:9]1[n:10][c:11]([CH2:12][CH2:13][O:14][c:15]2[cH:16][cH:17][c:18]([I:19])[cH:20][cH:21]2)[cH:22][s:23]1\"}",
"reactionStep": {
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"reactionHash": "29a8b3ae218a490e3de425ff609db57ca00acd729c51959b1e547328d9f9ff0e"
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"children": [
{
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"routeId": "sa_72896c99843b454368b74313",
"moleculeId": "sa_7a9a5a7204379079e54cbc15",
"parentId": "14437",
"isLeaf": false,
"molecule": {
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"inchikey": "SXNJMWUKNWBWPK-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)C(C)(C)Sc1nc(CCOc2ccc(I)cc2)cs1"
},
"smiles": "CC(C)(C)OC(=O)C(C)(C)Sc1nc(CCOc2ccc(I)cc2)cs1",
"reactionStepId": "sa_408164939cd93835ecf9e412",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080167307A1;0798;588850\",\"rsmi\":\"O[c:18]1[cH:19][cH:20][c:21]([I:22])[cH:23][cH:24]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[C:8]([CH3:9])([CH3:10])[S:11][c:12]1[n:13][c:14]([CH2:15][CH2:16][OH:17])[cH:25][s:26]1>C1CCOC1.CCOC(=O)[N+](=[N-])C(=O)OCC.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[C:8]([CH3:9])([CH3:10])[S:11][c:12]1[n:13][c:14]([CH2:15][CH2:16][O:17][c:18]2[cH:19][cH:20][c:21]([I:22])[cH:23][cH:24]2)[cH:25][s:26]1\"},\"mapped_reaction_smiles\":\"O[c:18]1[cH:19][cH:20][c:21]([I:22])[cH:23][cH:24]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[C:8]([CH3:9])([CH3:10])[S:11][c:12]1[n:13][c:14]([CH2:15][CH2:16][OH:17])[cH:25][s:26]1>C1CCOC1.CCOC(=O)[N+](=[N-])C(=O)OCC.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[C:8]([CH3:9])([CH3:10])[S:11][c:12]1[n:13][c:14]([CH2:15][CH2:16][O:17][c:18]2[cH:19][cH:20][c:21]([I:22])[cH:23][cH:24]2)[cH:25][s:26]1\"}",
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"children": [
{
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"moleculeId": "sa_dd4643119c7daa21d55b914b",
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"molecule": {
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"smiles": "CC(C)(C)OC(=O)C(C)(C)Sc1nc(CCO)cs1"
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"smiles": "CC(C)(C)OC(=O)C(C)(C)Sc1nc(CCO)cs1",
"reactionStepId": "sa_4192be6f54fd30183ebb0f5a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080167307A1;0171;588803\",\"rsmi\":\"O=[C:16]([CH2:15][c:14]1[n:13][c:12]([S:11][C:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])([CH3:9])[CH3:10])[s:19][cH:18]1)[OH:17]>CO.N.Cl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[C:8]([CH3:9])([CH3:10])[S:11][c:12]1[n:13][c:14]([CH2:15][CH2:16][OH:17])[cH:18][s:19]1\"},\"mapped_reaction_smiles\":\"O=[C:16]([CH2:15][c:14]1[n:13][c:12]([S:11][C:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])([CH3:9])[CH3:10])[s:19][cH:18]1)[OH:17]>CO.N.Cl>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[C:8]([CH3:9])([CH3:10])[S:11][c:12]1[n:13][c:14]([CH2:15][CH2:16][OH:17])[cH:18][s:19]1\"}",
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{
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]
}
}