Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(CO)nc(I)c1NC(=O)OC(C)(C)C
InChiKey
MNTITTALCZHSNM-UHFFFAOYSA-N
Route Signature
28ee5e6be7a9efbc4f504881a5e5b2310f0deb59de0d7b3516fb2b28f5b2c2be
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_915653f76a5dd13d2feb11ac",
"signature": "28ee5e6be7a9efbc4f504881a5e5b2310f0deb59de0d7b3516fb2b28f5b2c2be",
"contentHash": "a8a6ff62f32a2257f25e371728aa013a1c586ca75826a3a1bdb37017c7cace70",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_a4e178dc4006efb68f554419",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01091",
"moleculeId": "sa_ddf968ae5f816ff90bd6bef7",
"smiles": "Cc1cc(CO)nc(I)c1NC(=O)OC(C)(C)C",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_ddf968ae5f816ff90bd6bef7",
"inchikey": "MNTITTALCZHSNM-UHFFFAOYSA-N",
"smiles": "Cc1cc(CO)nc(I)c1NC(=O)OC(C)(C)C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "5263",
"routeId": "sa_915653f76a5dd13d2feb11ac",
"moleculeId": "sa_ddf968ae5f816ff90bd6bef7",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_ddf968ae5f816ff90bd6bef7",
"inchikey": "MNTITTALCZHSNM-UHFFFAOYSA-N",
"smiles": "Cc1cc(CO)nc(I)c1NC(=O)OC(C)(C)C"
},
"smiles": "Cc1cc(CO)nc(I)c1NC(=O)OC(C)(C)C",
"reactionStepId": "sa_00a0fbb81716a2ca98a641b0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100112090A1;0283;872000\",\"rsmi\":\"CCO[C:16]([c:15]1[n:14][c:12]([I:13])[c:3]([NH:4][C:5](=[O:6])[O:7][C:8]([CH3:9])([CH3:10])[CH3:11])[c:2]([CH3:1])[cH:18]1)=[O:17]>CC(C)C[Al+]CC(C)C.Cc1ccccc1.Cl.[HH]>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[O:7][C:8]([CH3:9])([CH3:10])[CH3:11])[c:12]([I:13])[n:14][c:15]([CH2:16][OH:17])[cH:18]1\"},\"mapped_reaction_smiles\":\"CCO[C:16]([c:15]1[n:14][c:12]([I:13])[c:3]([NH:4][C:5](=[O:6])[O:7][C:8]([CH3:9])([CH3:10])[CH3:11])[c:2]([CH3:1])[cH:18]1)=[O:17]>CC(C)C[Al+]CC(C)C.Cc1ccccc1.Cl.[HH]>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[O:7][C:8]([CH3:9])([CH3:10])[CH3:11])[c:12]([I:13])[n:14][c:15]([CH2:16][OH:17])[cH:18]1\"}",
"reactionStep": {
"id": "sa_00a0fbb81716a2ca98a641b0",
"reactionHash": "6c2617cf6e63ef1e81c7f7c3dd4d6f77eaa640c486c29b72e7f6c3023db1e6ec"
},
"children": [
{
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"routeId": "sa_915653f76a5dd13d2feb11ac",
"moleculeId": "sa_5dbf1345ace774e967bbfdfa",
"parentId": "5263",
"isLeaf": false,
"molecule": {
"id": "sa_5dbf1345ace774e967bbfdfa",
"inchikey": "ZRPDIKDIRBZSMD-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C)c(NC(=O)OC(C)(C)C)c(I)n1"
},
"smiles": "CCOC(=O)c1cc(C)c(NC(=O)OC(C)(C)C)c(I)n1",
"reactionStepId": "sa_6e97a98b6da0431b9508135e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100112090A1;0192;871955\",\"rsmi\":\"CC(C)(C)OC(=O)O[C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][c:8]([I:9])[c:10]([NH2:11])[c:19]([CH3:20])[cH:21]1>C1CCOC1.C[Si](C)(C)N[Si](C)(C)C.Cl.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][c:8]([I:9])[c:10]([NH:11][C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[c:19]([CH3:20])[cH:21]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)O[C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][c:8]([I:9])[c:10]([NH2:11])[c:19]([CH3:20])[cH:21]1>C1CCOC1.C[Si](C)(C)N[Si](C)(C)C.Cl.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][c:8]([I:9])[c:10]([NH:11][C:12](=[O:13])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[c:19]([CH3:20])[cH:21]1\"}",
"reactionStep": {
"id": "sa_6e97a98b6da0431b9508135e",
"reactionHash": "1e6e10d01e390eba55b13cc6b94a4d7e1df956d7f8dde017844a9f33c2d704c7"
},
"children": [
{
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"routeId": "sa_915653f76a5dd13d2feb11ac",
"moleculeId": "sa_b273d4d4546165bca2b249b5",
"parentId": "5264",
"isLeaf": true,
"molecule": {
"id": "sa_b273d4d4546165bca2b249b5",
"inchikey": "DYHSDKLCOJIUFX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"
},
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5266",
"routeId": "sa_915653f76a5dd13d2feb11ac",
"moleculeId": "sa_ed8026f68a21b887e4a95f6d",
"parentId": "5264",
"isLeaf": false,
"molecule": {
"id": "sa_ed8026f68a21b887e4a95f6d",
"inchikey": "IRWFKBQNQGHVBF-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C)c(N)c(I)n1"
},
"smiles": "CCOC(=O)c1cc(C)c(N)c(I)n1",
"reactionStepId": "sa_b591725fcbc7beaa53f711cb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100112090A1;0192;871954\",\"rsmi\":\"I[I:9].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][cH:8][c:10]([NH2:11])[c:12]([CH3:13])[cH:14]1>CN(C)C=O.O=S(O)(O)=S.[Na+].[Na+].[Na+].[O-][I+3]([O-])([O-])O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][c:8]([I:9])[c:10]([NH2:11])[c:12]([CH3:13])[cH:14]1\"},\"mapped_reaction_smiles\":\"I[I:9].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][cH:8][c:10]([NH2:11])[c:12]([CH3:13])[cH:14]1>CN(C)C=O.O=S(O)(O)=S.[Na+].[Na+].[Na+].[O-][I+3]([O-])([O-])O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][c:8]([I:9])[c:10]([NH2:11])[c:12]([CH3:13])[cH:14]1\"}",
"reactionStep": {
"id": "sa_b591725fcbc7beaa53f711cb",
"reactionHash": "c78931ac2c542c37efcf556db1580407b1d71d92e29a9d8d198c06e1c88aa41c"
},
"children": [
{
"id": "5267",
"routeId": "sa_915653f76a5dd13d2feb11ac",
"moleculeId": "sa_c067b1fe12de3b9faa25ec46",
"parentId": "5266",
"isLeaf": false,
"molecule": {
"id": "sa_c067b1fe12de3b9faa25ec46",
"inchikey": "OBZUDIQXKIOIMB-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C)c(N)cn1"
},
"smiles": "CCOC(=O)c1cc(C)c(N)cn1",
"reactionStepId": "sa_dc90d81387ac9103d04d9549",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100112090A1;0191;871953\",\"rsmi\":\"O=[N+:10]([O-])[c:9]1[cH:8][n:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:13][c:11]1[CH3:12]>C.CCO.[Pd]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][cH:8][c:9]([NH2:10])[c:11]([CH3:12])[cH:13]1\"},\"mapped_reaction_smiles\":\"O=[N+:10]([O-])[c:9]1[cH:8][n:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:13][c:11]1[CH3:12]>C.CCO.[Pd]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][cH:8][c:9]([NH2:10])[c:11]([CH3:12])[cH:13]1\"}",
"reactionStep": {
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"reactionHash": "40930171fffd55ca84d86b8af537ace89c17ccc92db6a9e853f5c486e8bb234a"
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"children": [
{
"id": "5268",
"routeId": "sa_915653f76a5dd13d2feb11ac",
"moleculeId": "sa_a183ec87b04d69d1aa3748fc",
"parentId": "5267",
"isLeaf": false,
"molecule": {
"id": "sa_a183ec87b04d69d1aa3748fc",
"inchikey": "SZHWIVMKQWHMBS-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C)c([N+](=O)[O-])cn1"
},
"smiles": "CCOC(=O)c1cc(C)c([N+](=O)[O-])cn1",
"reactionStepId": "sa_9a24159efbf4275980892444",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100112090A1;0189;871951\",\"rsmi\":\"N#[C:4][c:6]1[n:7][cH:8][c:9]([N+:10](=[O:11])[O-:12])[c:13]([CH3:14])[cH:15]1.O=S(O)(O)=[O:5].[CH3:1][CH2:2][OH:3]>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][cH:8][c:9]([N+:10](=[O:11])[O-:12])[c:13]([CH3:14])[cH:15]1\"},\"mapped_reaction_smiles\":\"N#[C:4][c:6]1[n:7][cH:8][c:9]([N+:10](=[O:11])[O-:12])[c:13]([CH3:14])[cH:15]1.O=S(O)(O)=[O:5].[CH3:1][CH2:2][OH:3]>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][cH:8][c:9]([N+:10](=[O:11])[O-:12])[c:13]([CH3:14])[cH:15]1\"}",
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"children": [
{
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"parentId": "5268",
"isLeaf": true,
"molecule": {
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"inchikey": "BATZHWWYNGQYHC-UHFFFAOYSA-N",
"smiles": "Cc1cc(C#N)ncc1[N+](=O)[O-]"
},
"smiles": "Cc1cc(C#N)ncc1[N+](=O)[O-]",
"reactionStepId": null,
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{
"id": "5270",
"routeId": "sa_915653f76a5dd13d2feb11ac",
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"isLeaf": true,
"molecule": {
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"inchikey": "LFQSCWFLJHTTHZ-UHFFFAOYSA-N",
"smiles": "CCO"
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"smiles": "CCO",
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{
"id": "5271",
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"isLeaf": true,
"molecule": {
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"inchikey": "QAOWNCQODCNURD-UHFFFAOYSA-N",
"smiles": "O=S(=O)(O)O"
},
"smiles": "O=S(=O)(O)O",
"reactionStepId": null,
"template": null,
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}
]
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]
},
{
"id": "5272",
"routeId": "sa_915653f76a5dd13d2feb11ac",
"moleculeId": "sa_bc6c113460696c6012e3bdf5",
"parentId": "5266",
"isLeaf": true,
"molecule": {
"id": "sa_bc6c113460696c6012e3bdf5",
"inchikey": "PNDPGZBMCMUPRI-UHFFFAOYSA-N",
"smiles": "II"
},
"smiles": "II",
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}
]
}
]
}
]
}
}