Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1nc(-c2ccccc2C)c(NC(=O)c2cnn3ccc(N)nc23)s1
InChiKey
ZGNIKBGFAOAKMH-UHFFFAOYSA-N
Route Signature
79f7b2ec45bc066dbc9755953a420a190987907f5be4db0a86fe8e41ec4300c0
Synthesis route with 7 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_9f098f1bb453a53f79484663",
"signature": "79f7b2ec45bc066dbc9755953a420a190987907f5be4db0a86fe8e41ec4300c0",
"contentHash": "afffe9a4e54eb76724cab8df4e507c34511abb575e1e126e29f814011d5542f6",
"length": 7,
"isConvergent": false
},
"target": {
"id": "sa_9f8def154eda4287e7b91a9c",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00151",
"moleculeId": "sa_eba9d963f10c0708dc521ba2",
"smiles": "Cc1nc(-c2ccccc2C)c(NC(=O)c2cnn3ccc(N)nc23)s1",
"routeLength": 7,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_eba9d963f10c0708dc521ba2",
"inchikey": "ZGNIKBGFAOAKMH-UHFFFAOYSA-N",
"smiles": "Cc1nc(-c2ccccc2C)c(NC(=O)c2cnn3ccc(N)nc23)s1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12574",
"routeId": "sa_9f098f1bb453a53f79484663",
"moleculeId": "sa_eba9d963f10c0708dc521ba2",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_eba9d963f10c0708dc521ba2",
"inchikey": "ZGNIKBGFAOAKMH-UHFFFAOYSA-N",
"smiles": "Cc1nc(-c2ccccc2C)c(NC(=O)c2cnn3ccc(N)nc23)s1"
},
"smiles": "Cc1nc(-c2ccccc2C)c(NC(=O)c2cnn3ccc(N)nc23)s1",
"reactionStepId": "sa_168ab35963941067cfaca28b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160244456A1;0409;1925709\",\"rsmi\":\"Cl[c:19]1[n:18][c:17]2[c:16]([C:14]([NH:13][c:12]3[c:4](-[c:5]4[c:6]([CH3:7])[cH:8][cH:9][cH:10][cH:11]4)[n:3][c:2]([CH3:1])[s:26]3)=[O:15])[cH:25][n:24][n:23]2[cH:22][cH:21]1.[NH3:20]>CC(C)O>[CH3:1][c:2]1[n:3][c:4](-[c:5]2[c:6]([CH3:7])[cH:8][cH:9][cH:10][cH:11]2)[c:12]([NH:13][C:14](=[O:15])[c:16]2[c:17]3[n:18][c:19]([NH2:20])[cH:21][cH:22][n:23]3[n:24][cH:25]2)[s:26]1\"},\"mapped_reaction_smiles\":\"Cl[c:19]1[n:18][c:17]2[c:16]([C:14]([NH:13][c:12]3[c:4](-[c:5]4[c:6]([CH3:7])[cH:8][cH:9][cH:10][cH:11]4)[n:3][c:2]([CH3:1])[s:26]3)=[O:15])[cH:25][n:24][n:23]2[cH:22][cH:21]1.[NH3:20]>CC(C)O>[CH3:1][c:2]1[n:3][c:4](-[c:5]2[c:6]([CH3:7])[cH:8][cH:9][cH:10][cH:11]2)[c:12]([NH:13][C:14](=[O:15])[c:16]2[c:17]3[n:18][c:19]([NH2:20])[cH:21][cH:22][n:23]3[n:24][cH:25]2)[s:26]1\"}",
"reactionStep": {
"id": "sa_168ab35963941067cfaca28b",
"reactionHash": "1842533ace650642dc9dc354b2611dd47cdfe8fb06cd19e66378a1c7e25cc1f6"
},
"children": [
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"moleculeId": "sa_cb89215e6cc996069056051b",
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"isLeaf": false,
"molecule": {
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"inchikey": "PSLSEWCFTMZDFE-UHFFFAOYSA-N",
"smiles": "Cc1nc(-c2ccccc2C)c(NC(=O)c2cnn3ccc(Cl)nc23)s1"
},
"smiles": "Cc1nc(-c2ccccc2C)c(NC(=O)c2cnn3ccc(Cl)nc23)s1",
"reactionStepId": "sa_f91745458069f696f7a7e236",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160244456A1;0408;1925708\",\"rsmi\":\"Cl[C:14](=[O:15])[c:16]1[c:17]2[n:18][c:19]([Cl:20])[cH:21][cH:22][n:23]2[n:24][cH:25]1.[CH3:1][c:2]1[n:3][c:4](-[c:5]2[c:6]([CH3:7])[cH:8][cH:9][cH:10][cH:11]2)[c:12]([NH2:13])[s:26]1>CCN(C(C)C)C(C)C.ClCCl>[CH3:1][c:2]1[n:3][c:4](-[c:5]2[c:6]([CH3:7])[cH:8][cH:9][cH:10][cH:11]2)[c:12]([NH:13][C:14](=[O:15])[c:16]2[c:17]3[n:18][c:19]([Cl:20])[cH:21][cH:22][n:23]3[n:24][cH:25]2)[s:26]1\"},\"mapped_reaction_smiles\":\"Cl[C:14](=[O:15])[c:16]1[c:17]2[n:18][c:19]([Cl:20])[cH:21][cH:22][n:23]2[n:24][cH:25]1.[CH3:1][c:2]1[n:3][c:4](-[c:5]2[c:6]([CH3:7])[cH:8][cH:9][cH:10][cH:11]2)[c:12]([NH2:13])[s:26]1>CCN(C(C)C)C(C)C.ClCCl>[CH3:1][c:2]1[n:3][c:4](-[c:5]2[c:6]([CH3:7])[cH:8][cH:9][cH:10][cH:11]2)[c:12]([NH:13][C:14](=[O:15])[c:16]2[c:17]3[n:18][c:19]([Cl:20])[cH:21][cH:22][n:23]3[n:24][cH:25]2)[s:26]1\"}",
"reactionStep": {
"id": "sa_f91745458069f696f7a7e236",
"reactionHash": "b7a93c35cf2b84e7fd3bc1c9d63039dc5b6fa3e64a8f0710202267a0f5593160"
},
"children": [
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"parentId": "12575",
"isLeaf": false,
"molecule": {
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"inchikey": "XOXXOTZJMXYSSB-UHFFFAOYSA-N",
"smiles": "Cc1nc(-c2ccccc2C)c(N)s1"
},
"smiles": "Cc1nc(-c2ccccc2C)c(N)s1",
"reactionStepId": "sa_1320d9cc74d2c3ae4017f840",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160244456A1;0407;1925707\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:13][c:12]1[c:4](-[c:5]2[c:6]([CH3:7])[cH:8][cH:9][cH:10][cH:11]2)[n:3][c:2]([CH3:1])[s:14]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][c:2]1[n:3][c:4](-[c:5]2[c:6]([CH3:7])[cH:8][cH:9][cH:10][cH:11]2)[c:12]([NH2:13])[s:14]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[NH:13][c:12]1[c:4](-[c:5]2[c:6]([CH3:7])[cH:8][cH:9][cH:10][cH:11]2)[n:3][c:2]([CH3:1])[s:14]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][c:2]1[n:3][c:4](-[c:5]2[c:6]([CH3:7])[cH:8][cH:9][cH:10][cH:11]2)[c:12]([NH2:13])[s:14]1\"}",
"reactionStep": {
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"reactionHash": "3c6c503b59f9bd597449ac355c2ff16f371fcba39ddbff590e50f17207f4f9b3"
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"children": [
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"molecule": {
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"inchikey": "NUPJJEXXKMNOGC-UHFFFAOYSA-N",
"smiles": "Cc1nc(-c2ccccc2C)c(NC(=O)OC(C)(C)C)s1"
},
"smiles": "Cc1nc(-c2ccccc2C)c(NC(=O)OC(C)(C)C)s1",
"reactionStepId": "sa_2085c3b1215b2064c019b693",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160244456A1;0406;1925706\",\"rsmi\":\"O[C:14]([c:12]1[c:4](-[c:5]2[c:6]([CH3:7])[cH:8][cH:9][cH:10][cH:11]2)[n:3][c:2]([CH3:1])[s:21]1)=[O:15].[N-]=[N+]=[N:13]P(=O)(c1ccccc1)c1ccccc1.[OH:16][C:17]([CH3:18])([CH3:19])[CH3:20]>CCN(CC)CC.O>[CH3:1][c:2]1[n:3][c:4](-[c:5]2[c:6]([CH3:7])[cH:8][cH:9][cH:10][cH:11]2)[c:12]([NH:13][C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[s:21]1\"},\"mapped_reaction_smiles\":\"O[C:14]([c:12]1[c:4](-[c:5]2[c:6]([CH3:7])[cH:8][cH:9][cH:10][cH:11]2)[n:3][c:2]([CH3:1])[s:21]1)=[O:15].[N-]=[N+]=[N:13]P(=O)(c1ccccc1)c1ccccc1.[OH:16][C:17]([CH3:18])([CH3:19])[CH3:20]>CCN(CC)CC.O>[CH3:1][c:2]1[n:3][c:4](-[c:5]2[c:6]([CH3:7])[cH:8][cH:9][cH:10][cH:11]2)[c:12]([NH:13][C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[s:21]1\"}",
"reactionStep": {
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"children": [
{
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"moleculeId": "sa_339f109b29d21e95632a74f6",
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"molecule": {
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"inchikey": "DKGAVHZHDRPRBM-UHFFFAOYSA-N",
"smiles": "CC(C)(C)O"
},
"smiles": "CC(C)(C)O",
"reactionStepId": null,
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},
{
"id": "12579",
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"molecule": {
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"inchikey": "HXRVCLGEJFLPMR-UHFFFAOYSA-N",
"smiles": "Cc1nc(-c2ccccc2C)c(C(=O)O)s1"
},
"smiles": "Cc1nc(-c2ccccc2C)c(C(=O)O)s1",
"reactionStepId": "sa_00ba051a1601917165b92ce8",
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"metadata": "{\"annotations\":{\"ID\":\"US20160244456A1;0405;1925705\",\"rsmi\":\"CC[O:15][C:13]([c:12]1[c:4](-[c:5]2[c:6]([CH3:7])[cH:8][cH:9][cH:10][cH:11]2)[n:3][c:2]([CH3:1])[s:16]1)=[O:14]>CO.[K+].O>[CH3:1][c:2]1[n:3][c:4](-[c:5]2[c:6]([CH3:7])[cH:8][cH:9][cH:10][cH:11]2)[c:12]([C:13](=[O:14])[OH:15])[s:16]1\"},\"mapped_reaction_smiles\":\"CC[O:15][C:13]([c:12]1[c:4](-[c:5]2[c:6]([CH3:7])[cH:8][cH:9][cH:10][cH:11]2)[n:3][c:2]([CH3:1])[s:16]1)=[O:14]>CO.[K+].O>[CH3:1][c:2]1[n:3][c:4](-[c:5]2[c:6]([CH3:7])[cH:8][cH:9][cH:10][cH:11]2)[c:12]([C:13](=[O:14])[OH:15])[s:16]1\"}",
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"molecule": {
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"inchikey": "XEYFXPOQEFQTDF-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1sc(C)nc1-c1ccccc1C"
},
"smiles": "CCOC(=O)c1sc(C)nc1-c1ccccc1C",
"reactionStepId": "sa_32c66ad6b2370fb53365dc02",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160244456A1;0404;1925704\",\"rsmi\":\"O=[C:7]([CH:6](Br)[C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:8]1[c:9]([CH3:10])[cH:11][cH:12][cH:13][cH:14]1.[NH2:15][C:16]([CH3:17])=[S:18]>CCO>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7](-[c:8]2[c:9]([CH3:10])[cH:11][cH:12][cH:13][cH:14]2)[n:15][c:16]([CH3:17])[s:18]1\"},\"mapped_reaction_smiles\":\"O=[C:7]([CH:6](Br)[C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:8]1[c:9]([CH3:10])[cH:11][cH:12][cH:13][cH:14]1.[NH2:15][C:16]([CH3:17])=[S:18]>CCO>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7](-[c:8]2[c:9]([CH3:10])[cH:11][cH:12][cH:13][cH:14]2)[n:15][c:16]([CH3:17])[s:18]1\"}",
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{
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{
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{
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{
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"smiles": "O=C(Cl)c1cnn2ccc(Cl)nc12"
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"smiles": "O=C(Cl)c1cnn2ccc(Cl)nc12",
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{
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]
}
}