Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCC(=O)NC1CCc2c(-c3ccc4c(c3)CCC(=O)N4C)cncc21
InChiKey
RTZNXQJJCMMOPY-UHFFFAOYSA-N
Route Signature
07e5bf611bae77d817bfd8bf4cc3462bf71d2398deec3f4132c98f6406e7875d
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_1ec0bec6dfc8ec08aeabda0a",
"signature": "07e5bf611bae77d817bfd8bf4cc3462bf71d2398deec3f4132c98f6406e7875d",
"contentHash": "8b41dd29d39abff1dcedcb9fdc7a133f194f04a5ffedcdbe5f1821ffd076e2e8",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_4093a71a0db1dcfe1ee5e71e",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01837",
"moleculeId": "sa_08c5344ac8928c8a50e77cd7",
"smiles": "CCC(=O)NC1CCc2c(-c3ccc4c(c3)CCC(=O)N4C)cncc21",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_08c5344ac8928c8a50e77cd7",
"inchikey": "RTZNXQJJCMMOPY-UHFFFAOYSA-N",
"smiles": "CCC(=O)NC1CCc2c(-c3ccc4c(c3)CCC(=O)N4C)cncc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "1590",
"routeId": "sa_1ec0bec6dfc8ec08aeabda0a",
"moleculeId": "sa_08c5344ac8928c8a50e77cd7",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_08c5344ac8928c8a50e77cd7",
"inchikey": "RTZNXQJJCMMOPY-UHFFFAOYSA-N",
"smiles": "CCC(=O)NC1CCc2c(-c3ccc4c(c3)CCC(=O)N4C)cncc21"
},
"smiles": "CCC(=O)NC1CCc2c(-c3ccc4c(c3)CCC(=O)N4C)cncc21",
"reactionStepId": "sa_3364b6f039f08ba8dc97f5ee",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130079365A1;0456;1350506\",\"rsmi\":\"Br[c:14]1[c:9]2[c:10]([cH:11][n:12][cH:13]1)[CH:6]([NH:5][C:3]([CH2:2][CH3:1])=[O:4])[CH2:7][CH2:8]2.CC1(C)OB([c:15]2[cH:16][cH:17][c:18]3[c:19]([cH:20]2)[CH2:21][CH2:22][C:23](=[O:24])[N:25]3[CH3:26])OC1(C)C>>[CH3:1][CH2:2][C:3](=[O:4])[NH:5][CH:6]1[CH2:7][CH2:8][c:9]2[c:10]1[cH:11][n:12][cH:13][c:14]2-[c:15]1[cH:16][cH:17][c:18]2[c:19]([cH:20]1)[CH2:21][CH2:22][C:23](=[O:24])[N:25]2[CH3:26]\"},\"mapped_reaction_smiles\":\"Br[c:14]1[c:9]2[c:10]([cH:11][n:12][cH:13]1)[CH:6]([NH:5][C:3]([CH2:2][CH3:1])=[O:4])[CH2:7][CH2:8]2.CC1(C)OB([c:15]2[cH:16][cH:17][c:18]3[c:19]([cH:20]2)[CH2:21][CH2:22][C:23](=[O:24])[N:25]3[CH3:26])OC1(C)C>>[CH3:1][CH2:2][C:3](=[O:4])[NH:5][CH:6]1[CH2:7][CH2:8][c:9]2[c:10]1[cH:11][n:12][cH:13][c:14]2-[c:15]1[cH:16][cH:17][c:18]2[c:19]([cH:20]1)[CH2:21][CH2:22][C:23](=[O:24])[N:25]2[CH3:26]\"}",
"reactionStep": {
"id": "sa_3364b6f039f08ba8dc97f5ee",
"reactionHash": "6b862dfb2ba1cd32207d8c6d3f1d818e5679faa0d1ffbde1606015743cc03bd0"
},
"children": [
{
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"routeId": "sa_1ec0bec6dfc8ec08aeabda0a",
"moleculeId": "sa_6a5e89fd4d277430ad3ab373",
"parentId": "1590",
"isLeaf": false,
"molecule": {
"id": "sa_6a5e89fd4d277430ad3ab373",
"inchikey": "HIDZFNBMRXJMCX-UHFFFAOYSA-N",
"smiles": "CCC(=O)NC1CCc2c(Br)cncc21"
},
"smiles": "CCC(=O)NC1CCc2c(Br)cncc21",
"reactionStepId": "sa_e02c0f7dfc7c63f920ed016e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130079365A1;0364;1350479\",\"rsmi\":\"O[C:3]([CH2:2][CH3:1])=[O:4].[NH2:5][CH:6]1[CH2:7][CH2:8][c:9]2[c:10]1[cH:11][n:12][cH:13][c:14]2[Br:15]>CCN=C=NCCCN(C)C.ClCCl.O=P(O)(O)O.[K+]>[CH3:1][CH2:2][C:3](=[O:4])[NH:5][CH:6]1[CH2:7][CH2:8][c:9]2[c:10]1[cH:11][n:12][cH:13][c:14]2[Br:15]\"},\"mapped_reaction_smiles\":\"O[C:3]([CH2:2][CH3:1])=[O:4].[NH2:5][CH:6]1[CH2:7][CH2:8][c:9]2[c:10]1[cH:11][n:12][cH:13][c:14]2[Br:15]>CCN=C=NCCCN(C)C.ClCCl.O=P(O)(O)O.[K+]>[CH3:1][CH2:2][C:3](=[O:4])[NH:5][CH:6]1[CH2:7][CH2:8][c:9]2[c:10]1[cH:11][n:12][cH:13][c:14]2[Br:15]\"}",
"reactionStep": {
"id": "sa_e02c0f7dfc7c63f920ed016e",
"reactionHash": "13efab565be9a84191a910bfcd10580639908d921df5a8730316da4e2ae63393"
},
"children": [
{
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"routeId": "sa_1ec0bec6dfc8ec08aeabda0a",
"moleculeId": "sa_a67987e601d9eacab32193f2",
"parentId": "1591",
"isLeaf": false,
"molecule": {
"id": "sa_a67987e601d9eacab32193f2",
"inchikey": "GBMIOQZBHUJOBP-UHFFFAOYSA-N",
"smiles": "NC1CCc2c(Br)cncc21"
},
"smiles": "NC1CCc2c(Br)cncc21",
"reactionStepId": "sa_c014c83a224352c8f207216f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130079365A1;0362;1350478\",\"rsmi\":\"O=[C:2]1[CH2:3][CH2:4][c:5]2[c:6]1[cH:7][n:8][cH:9][c:10]2[Br:11].[NH3:1]>CC(C)O.CC(C)O.CC(C)O.CC(C)O.CO.B.[Na+].[Ti+4]>[NH2:1][CH:2]1[CH2:3][CH2:4][c:5]2[c:6]1[cH:7][n:8][cH:9][c:10]2[Br:11]\"},\"mapped_reaction_smiles\":\"O=[C:2]1[CH2:3][CH2:4][c:5]2[c:6]1[cH:7][n:8][cH:9][c:10]2[Br:11].[NH3:1]>CC(C)O.CC(C)O.CC(C)O.CC(C)O.CO.B.[Na+].[Ti+4]>[NH2:1][CH:2]1[CH2:3][CH2:4][c:5]2[c:6]1[cH:7][n:8][cH:9][c:10]2[Br:11]\"}",
"reactionStep": {
"id": "sa_c014c83a224352c8f207216f",
"reactionHash": "b64aed49dfd970e1bdd373b88ccdc838347087a594e10fc3922dbb8bbc09b489"
},
"children": [
{
"id": "1593",
"routeId": "sa_1ec0bec6dfc8ec08aeabda0a",
"moleculeId": "sa_e6305d521bd2034aafe41787",
"parentId": "1592",
"isLeaf": true,
"molecule": {
"id": "sa_e6305d521bd2034aafe41787",
"inchikey": "NJWBNFSXZZLYMG-UHFFFAOYSA-N",
"smiles": "O=C1CCc2c(Br)cncc21"
},
"smiles": "O=C1CCc2c(Br)cncc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1594",
"routeId": "sa_1ec0bec6dfc8ec08aeabda0a",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "1592",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "1595",
"routeId": "sa_1ec0bec6dfc8ec08aeabda0a",
"moleculeId": "sa_ff74cb1424f258f8903d9e53",
"parentId": "1591",
"isLeaf": true,
"molecule": {
"id": "sa_ff74cb1424f258f8903d9e53",
"inchikey": "XBDQKXXYIPTUBI-UHFFFAOYSA-N",
"smiles": "CCC(=O)O"
},
"smiles": "CCC(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "1596",
"routeId": "sa_1ec0bec6dfc8ec08aeabda0a",
"moleculeId": "sa_73480660463d5f6529c7c78d",
"parentId": "1590",
"isLeaf": false,
"molecule": {
"id": "sa_73480660463d5f6529c7c78d",
"inchikey": "KBKLZANEYMGZGD-UHFFFAOYSA-N",
"smiles": "CN1C(=O)CCc2cc(B3OC(C)(C)C(C)(C)O3)ccc21"
},
"smiles": "CN1C(=O)CCc2cc(B3OC(C)(C)C(C)(C)O3)ccc21",
"reactionStepId": "sa_7233232236271a549705ce02",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130079365A1;0343;1350471\",\"rsmi\":\"Br[c:9]1[cH:8][c:7]2[c:21]([cH:20][cH:19]1)[N:2]([CH3:1])[C:3](=[O:4])[CH2:5][CH2:6]2.CC1(C)OB([B:10]2[O:11][C:12]([CH3:13])([CH3:14])[C:15]([CH3:16])([CH3:17])[O:18]2)OC1(C)C>C1COCCO1.CC(=O)O.CCOC(C)=O.[K+]>[CH3:1][N:2]1[C:3](=[O:4])[CH2:5][CH2:6][c:7]2[cH:8][c:9]([B:10]3[O:11][C:12]([CH3:13])([CH3:14])[C:15]([CH3:16])([CH3:17])[O:18]3)[cH:19][cH:20][c:21]21\"},\"mapped_reaction_smiles\":\"Br[c:9]1[cH:8][c:7]2[c:21]([cH:20][cH:19]1)[N:2]([CH3:1])[C:3](=[O:4])[CH2:5][CH2:6]2.CC1(C)OB([B:10]2[O:11][C:12]([CH3:13])([CH3:14])[C:15]([CH3:16])([CH3:17])[O:18]2)OC1(C)C>C1COCCO1.CC(=O)O.CCOC(C)=O.[K+]>[CH3:1][N:2]1[C:3](=[O:4])[CH2:5][CH2:6][c:7]2[cH:8][c:9]([B:10]3[O:11][C:12]([CH3:13])([CH3:14])[C:15]([CH3:16])([CH3:17])[O:18]3)[cH:19][cH:20][c:21]21\"}",
"reactionStep": {
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"reactionHash": "89f6ceb53ba8bcd92c9f2b3f009396bd4ee61de98c563a0dd409f0bff3de93f7"
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"children": [
{
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"moleculeId": "sa_e6c301388ac142801d4af5a2",
"parentId": "1596",
"isLeaf": true,
"molecule": {
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"inchikey": "IPWKHHSGDUIRAH-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C"
},
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
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{
"id": "1598",
"routeId": "sa_1ec0bec6dfc8ec08aeabda0a",
"moleculeId": "sa_861d8440410be492d58aba74",
"parentId": "1596",
"isLeaf": false,
"molecule": {
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"inchikey": "NJZZUBLIVYKUJM-UHFFFAOYSA-N",
"smiles": "CN1C(=O)CCc2cc(Br)ccc21"
},
"smiles": "CN1C(=O)CCc2cc(Br)ccc21",
"reactionStepId": "sa_047cd5654a6532146f418ee4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130079365A1;0341;1350470\",\"rsmi\":\"I[CH3:1].[NH:2]1[C:3](=[O:4])[CH2:5][CH2:6][c:7]2[cH:8][c:9]([Br:10])[cH:11][cH:12][c:13]21>CC(C)(C)O.CCOC(C)=O.CN(C)C=O.Cl.[K+]>[CH3:1][N:2]1[C:3](=[O:4])[CH2:5][CH2:6][c:7]2[cH:8][c:9]([Br:10])[cH:11][cH:12][c:13]21\"},\"mapped_reaction_smiles\":\"I[CH3:1].[NH:2]1[C:3](=[O:4])[CH2:5][CH2:6][c:7]2[cH:8][c:9]([Br:10])[cH:11][cH:12][c:13]21>CC(C)(C)O.CCOC(C)=O.CN(C)C=O.Cl.[K+]>[CH3:1][N:2]1[C:3](=[O:4])[CH2:5][CH2:6][c:7]2[cH:8][c:9]([Br:10])[cH:11][cH:12][c:13]21\"}",
"reactionStep": {
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"reactionHash": "fb463ea30982a82c473fb2985af9b9a9ee8cd43a85d651a585260bd831ebf78e"
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"children": [
{
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"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "1598",
"isLeaf": true,
"molecule": {
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"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
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"smiles": "CI",
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{
"id": "1600",
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"molecule": {
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"smiles": "O=C1CCc2cc(Br)ccc2N1"
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"smiles": "O=C1CCc2cc(Br)ccc2N1",
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]
}
]
}
]
}
}