Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCc1cccc(CC)c1NC(=O)N1Cc2[nH]nc(-c3nc4cc5c(cc4[nH]3)N(CC)C(=O)C5(C)C)c2C1
InChiKey
LJNAPBVILOKNLA-UHFFFAOYSA-N
Route Signature
12f4e34e1f226290becb0a80a93b9ab2fe6ab4ff16ae62cacd8e89ebdb11c5a3
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_da39aa1d319ad54c30be5f93",
"signature": "12f4e34e1f226290becb0a80a93b9ab2fe6ab4ff16ae62cacd8e89ebdb11c5a3",
"contentHash": "f05b6ea6ce93d208487072b46bf5f79d605735ff1fc8d9e5290f9151cf3baa65",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_dfd020d5c83e9902d5b1520b",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-02753",
"moleculeId": "sa_2659dae011a2bfa382cfcd12",
"smiles": "CCc1cccc(CC)c1NC(=O)N1Cc2[nH]nc(-c3nc4cc5c(cc4[nH]3)N(CC)C(=O)C5(C)C)c2C1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_2659dae011a2bfa382cfcd12",
"inchikey": "LJNAPBVILOKNLA-UHFFFAOYSA-N",
"smiles": "CCc1cccc(CC)c1NC(=O)N1Cc2[nH]nc(-c3nc4cc5c(cc4[nH]3)N(CC)C(=O)C5(C)C)c2C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10855",
"routeId": "sa_da39aa1d319ad54c30be5f93",
"moleculeId": "sa_2659dae011a2bfa382cfcd12",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_2659dae011a2bfa382cfcd12",
"inchikey": "LJNAPBVILOKNLA-UHFFFAOYSA-N",
"smiles": "CCc1cccc(CC)c1NC(=O)N1Cc2[nH]nc(-c3nc4cc5c(cc4[nH]3)N(CC)C(=O)C5(C)C)c2C1"
},
"smiles": "CCc1cccc(CC)c1NC(=O)N1Cc2[nH]nc(-c3nc4cc5c(cc4[nH]3)N(CC)C(=O)C5(C)C)c2C1",
"reactionStepId": "sa_ec8385e1c99cce3a336ec066",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060235013A1;0453;398001\",\"rsmi\":\"O=[C:20](O)[c:19]1[c:17]2[c:16]([nH:38][n:37]1)[CH2:15][N:14]([C:12]([NH:11][c:10]1[c:3]([CH2:2][CH3:1])[cH:4][cH:5][cH:6][c:7]1[CH2:8][CH3:9])=[O:13])[CH2:18]2.[NH2:21][c:22]1[cH:23][c:24]2[c:25]([cH:26][c:27]1[NH2:28])[N:29]([CH2:30][CH3:31])[C:32](=[O:33])[C:34]2([CH3:35])[CH3:36]>CCN(CC)CC.CCN=C=NCCCN(C)C.CN(C)C=O.Cl.O.Oc1cccc2[nH]nnc12>[CH3:1][CH2:2][c:3]1[cH:4][cH:5][cH:6][c:7]([CH2:8][CH3:9])[c:10]1[NH:11][C:12](=[O:13])[N:14]1[CH2:15][c:16]2[c:17]([c:19](-[c:20]3[n:21][c:22]4[cH:23][c:24]5[c:25]([cH:26][c:27]4[nH:28]3)[N:29]([CH2:30][CH3:31])[C:32](=[O:33])[C:34]5([CH3:35])[CH3:36])[n:37][nH:38]2)[CH2:18]1\"},\"mapped_reaction_smiles\":\"O=[C:20](O)[c:19]1[c:17]2[c:16]([nH:38][n:37]1)[CH2:15][N:14]([C:12]([NH:11][c:10]1[c:3]([CH2:2][CH3:1])[cH:4][cH:5][cH:6][c:7]1[CH2:8][CH3:9])=[O:13])[CH2:18]2.[NH2:21][c:22]1[cH:23][c:24]2[c:25]([cH:26][c:27]1[NH2:28])[N:29]([CH2:30][CH3:31])[C:32](=[O:33])[C:34]2([CH3:35])[CH3:36]>CCN(CC)CC.CCN=C=NCCCN(C)C.CN(C)C=O.Cl.O.Oc1cccc2[nH]nnc12>[CH3:1][CH2:2][c:3]1[cH:4][cH:5][cH:6][c:7]([CH2:8][CH3:9])[c:10]1[NH:11][C:12](=[O:13])[N:14]1[CH2:15][c:16]2[c:17]([c:19](-[c:20]3[n:21][c:22]4[cH:23][c:24]5[c:25]([cH:26][c:27]4[nH:28]3)[N:29]([CH2:30][CH3:31])[C:32](=[O:33])[C:34]5([CH3:35])[CH3:36])[n:37][nH:38]2)[CH2:18]1\"}",
"reactionStep": {
"id": "sa_ec8385e1c99cce3a336ec066",
"reactionHash": "f9bcc0ea9abf82eb5489d869a99be8797f6f07cefd84404b81ebec6795a61fd8"
},
"children": [
{
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"routeId": "sa_da39aa1d319ad54c30be5f93",
"moleculeId": "sa_6b3796b21db93852f6662a14",
"parentId": "10855",
"isLeaf": false,
"molecule": {
"id": "sa_6b3796b21db93852f6662a14",
"inchikey": "PSKCSVKNSIMNJL-UHFFFAOYSA-N",
"smiles": "CCc1cccc(CC)c1NC(=O)N1Cc2[nH]nc(C(=O)O)c2C1"
},
"smiles": "CCc1cccc(CC)c1NC(=O)N1Cc2[nH]nc(C(=O)O)c2C1",
"reactionStepId": "sa_0cfa86f570f5bc6cbf31831a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060235013A1;0372;397994\",\"rsmi\":\"CC[O:22][C:20]([c:19]1[c:17]2[c:16]([nH:24][n:23]1)[CH2:15][N:14]([C:12]([NH:11][c:10]1[c:3]([CH2:2][CH3:1])[cH:4][cH:5][cH:6][c:7]1[CH2:8][CH3:9])=[O:13])[CH2:18]2)=[O:21]>C1CCOC1.Cl.[Na+].O>[CH3:1][CH2:2][c:3]1[cH:4][cH:5][cH:6][c:7]([CH2:8][CH3:9])[c:10]1[NH:11][C:12](=[O:13])[N:14]1[CH2:15][c:16]2[c:17]([c:19]([C:20](=[O:21])[OH:22])[n:23][nH:24]2)[CH2:18]1\"},\"mapped_reaction_smiles\":\"CC[O:22][C:20]([c:19]1[c:17]2[c:16]([nH:24][n:23]1)[CH2:15][N:14]([C:12]([NH:11][c:10]1[c:3]([CH2:2][CH3:1])[cH:4][cH:5][cH:6][c:7]1[CH2:8][CH3:9])=[O:13])[CH2:18]2)=[O:21]>C1CCOC1.Cl.[Na+].O>[CH3:1][CH2:2][c:3]1[cH:4][cH:5][cH:6][c:7]([CH2:8][CH3:9])[c:10]1[NH:11][C:12](=[O:13])[N:14]1[CH2:15][c:16]2[c:17]([c:19]([C:20](=[O:21])[OH:22])[n:23][nH:24]2)[CH2:18]1\"}",
"reactionStep": {
"id": "sa_0cfa86f570f5bc6cbf31831a",
"reactionHash": "99d936a52ab1552a7a55497e1202b660035b38a21fa6e6dec780f9f1d2456226"
},
"children": [
{
"id": "10857",
"routeId": "sa_da39aa1d319ad54c30be5f93",
"moleculeId": "sa_08d5aca618e5fd17d3dea4bb",
"parentId": "10856",
"isLeaf": false,
"molecule": {
"id": "sa_08d5aca618e5fd17d3dea4bb",
"inchikey": "OECXCAXRVQDVRT-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1n[nH]c2c1CN(C(=O)Nc1c(CC)cccc1CC)C2"
},
"smiles": "CCOC(=O)c1n[nH]c2c1CN(C(=O)Nc1c(CC)cccc1CC)C2",
"reactionStepId": "sa_9949b725b0948a9819981e1b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060235013A1;0370;397993\",\"rsmi\":\"[C:13](=[O:14])=[N:15][c:16]1[c:17]([CH2:18][CH3:19])[cH:20][cH:21][cH:22][c:23]1[CH2:24][CH3:25].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][nH:8][c:9]2[c:10]1[CH2:11][NH:12][CH2:26]2>CCN(CC)CC.CN(C)C=O.O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][nH:8][c:9]2[c:10]1[CH2:11][N:12]([C:13](=[O:14])[NH:15][c:16]1[c:17]([CH2:18][CH3:19])[cH:20][cH:21][cH:22][c:23]1[CH2:24][CH3:25])[CH2:26]2\"},\"mapped_reaction_smiles\":\"[C:13](=[O:14])=[N:15][c:16]1[c:17]([CH2:18][CH3:19])[cH:20][cH:21][cH:22][c:23]1[CH2:24][CH3:25].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][nH:8][c:9]2[c:10]1[CH2:11][NH:12][CH2:26]2>CCN(CC)CC.CN(C)C=O.O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][nH:8][c:9]2[c:10]1[CH2:11][N:12]([C:13](=[O:14])[NH:15][c:16]1[c:17]([CH2:18][CH3:19])[cH:20][cH:21][cH:22][c:23]1[CH2:24][CH3:25])[CH2:26]2\"}",
"reactionStep": {
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"reactionHash": "893a52cf447411c24084ca12674310b008bdeeffb66180819af7144cad3c81c0"
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"children": [
{
"id": "10858",
"routeId": "sa_da39aa1d319ad54c30be5f93",
"moleculeId": "sa_f4f299cd721667dbf31574a4",
"parentId": "10857",
"isLeaf": true,
"molecule": {
"id": "sa_f4f299cd721667dbf31574a4",
"inchikey": "AUSRFKVPUCQCCN-UHFFFAOYSA-N",
"smiles": "CCc1cccc(CC)c1N=C=O"
},
"smiles": "CCc1cccc(CC)c1N=C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
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{
"id": "10859",
"routeId": "sa_da39aa1d319ad54c30be5f93",
"moleculeId": "sa_91f305091c272b219fadc339",
"parentId": "10857",
"isLeaf": false,
"molecule": {
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"inchikey": "OWUQEUFWBVGZJW-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1n[nH]c2c1CNC2"
},
"smiles": "CCOC(=O)c1n[nH]c2c1CNC2",
"reactionStepId": "sa_b57637eaccaac1b1027f9f47",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060235013A1;0368;397992\",\"rsmi\":\"c1ccc(C[N:12]2[CH2:11][c:10]3[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[n:7][nH:8][c:9]3[CH2:13]2)cc1>C1CCOC1.CCO.[Pd]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][nH:8][c:9]2[c:10]1[CH2:11][NH:12][CH2:13]2\"},\"mapped_reaction_smiles\":\"c1ccc(C[N:12]2[CH2:11][c:10]3[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[n:7][nH:8][c:9]3[CH2:13]2)cc1>C1CCOC1.CCO.[Pd]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[n:7][nH:8][c:9]2[c:10]1[CH2:11][NH:12][CH2:13]2\"}",
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"children": [
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"moleculeId": "sa_f2d42175660be43997254ff2",
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"molecule": {
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"smiles": "CCOC(=O)c1n[nH]c2c1CN(Cc1ccccc1)C2"
},
"smiles": "CCOC(=O)c1n[nH]c2c1CN(Cc1ccccc1)C2",
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]
},
{
"id": "10861",
"routeId": "sa_da39aa1d319ad54c30be5f93",
"moleculeId": "sa_fee739c5a64b25730eee35cb",
"parentId": "10855",
"isLeaf": false,
"molecule": {
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"inchikey": "XTKWIKUPRBPXBE-UHFFFAOYSA-N",
"smiles": "CCN1C(=O)C(C)(C)c2cc(N)c(N)cc21"
},
"smiles": "CCN1C(=O)C(C)(C)c2cc(N)c(N)cc21",
"reactionStepId": "sa_08dea8ac56081a53137d6b71",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060235013A1;0327;397982\",\"rsmi\":\"O=[N+:12]([O-])[c:11]1[cH:10][c:9]2[c:16]([cH:15][c:13]1[NH2:14])[N:3]([CH2:2][CH3:1])[C:4](=[O:5])[C:6]2([CH3:7])[CH3:8]>CCO>[CH3:1][CH2:2][N:3]1[C:4](=[O:5])[C:6]([CH3:7])([CH3:8])[c:9]2[cH:10][c:11]([NH2:12])[c:13]([NH2:14])[cH:15][c:16]21\"},\"mapped_reaction_smiles\":\"O=[N+:12]([O-])[c:11]1[cH:10][c:9]2[c:16]([cH:15][c:13]1[NH2:14])[N:3]([CH2:2][CH3:1])[C:4](=[O:5])[C:6]2([CH3:7])[CH3:8]>CCO>[CH3:1][CH2:2][N:3]1[C:4](=[O:5])[C:6]([CH3:7])([CH3:8])[c:9]2[cH:10][c:11]([NH2:12])[c:13]([NH2:14])[cH:15][c:16]21\"}",
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"metadata": "{\"annotations\":{\"ID\":\"US20060235013A1;0324;397981\",\"rsmi\":\"CC(=O)[NH:16][c:15]1[c:11]([N+:12](=[O:13])[O-:14])[cH:10][c:9]2[c:18]([cH:17]1)[N:3]([CH2:2][CH3:1])[C:4](=[O:5])[C:6]2([CH3:7])[CH3:8]>CCO.Cl>[CH3:1][CH2:2][N:3]1[C:4](=[O:5])[C:6]([CH3:7])([CH3:8])[c:9]2[cH:10][c:11]([N+:12](=[O:13])[O-:14])[c:15]([NH2:16])[cH:17][c:18]21\"},\"mapped_reaction_smiles\":\"CC(=O)[NH:16][c:15]1[c:11]([N+:12](=[O:13])[O-:14])[cH:10][c:9]2[c:18]([cH:17]1)[N:3]([CH2:2][CH3:1])[C:4](=[O:5])[C:6]2([CH3:7])[CH3:8]>CCO.Cl>[CH3:1][CH2:2][N:3]1[C:4](=[O:5])[C:6]([CH3:7])([CH3:8])[c:9]2[cH:10][c:11]([N+:12](=[O:13])[O-:14])[c:15]([NH2:16])[cH:17][c:18]21\"}",
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}
}