Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)COC(=O)OC(=O)CN1C(=O)C2(COc3cc4c(cc32)OCO4)c2ccccc21
InChiKey
NOIPFWTWFMHTIG-UHFFFAOYSA-N
Route Signature
0d86f92be871fb99da6a5ccb6bc354743addd1acb455ab48f7affd26b1a2b67d
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_3abf6ce3be5199b38d11aac0",
"signature": "0d86f92be871fb99da6a5ccb6bc354743addd1acb455ab48f7affd26b1a2b67d",
"contentHash": "14ef1bb11bf14f15633e736aed036edc718ed2d7def24412391c652cd61f04da",
"length": 5,
"isConvergent": true
},
"target": {
"id": "sa_d976f881d824bdccfe7dee58",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-07607",
"moleculeId": "sa_05fcb6cd74a74c23404e9e5e",
"smiles": "CC(C)COC(=O)OC(=O)CN1C(=O)C2(COc3cc4c(cc32)OCO4)c2ccccc21",
"routeLength": 5,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_05fcb6cd74a74c23404e9e5e",
"inchikey": "NOIPFWTWFMHTIG-UHFFFAOYSA-N",
"smiles": "CC(C)COC(=O)OC(=O)CN1C(=O)C2(COc3cc4c(cc32)OCO4)c2ccccc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11773",
"routeId": "sa_3abf6ce3be5199b38d11aac0",
"moleculeId": "sa_05fcb6cd74a74c23404e9e5e",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_05fcb6cd74a74c23404e9e5e",
"inchikey": "NOIPFWTWFMHTIG-UHFFFAOYSA-N",
"smiles": "CC(C)COC(=O)OC(=O)CN1C(=O)C2(COc3cc4c(cc32)OCO4)c2ccccc21"
},
"smiles": "CC(C)COC(=O)OC(=O)CN1C(=O)C2(COc3cc4c(cc32)OCO4)c2ccccc21",
"reactionStepId": "sa_53291c3d9a5531e0cdccadfe",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120122909A9;1003;1217220\",\"rsmi\":\"Cl[C:6]([O:5][CH2:4][CH:2]([CH3:1])[CH3:3])=[O:7].[OH:8][C:9](=[O:10])[CH2:11][N:12]1[C:13](=[O:14])[C:15]2([CH2:16][O:17][c:18]3[cH:19][c:20]4[c:21]([cH:22][c:23]32)[O:24][CH2:25][O:26]4)[c:27]2[cH:28][cH:29][cH:30][cH:31][c:32]21>CN1CCOCC1.ClCCl>[CH3:1][CH:2]([CH3:3])[CH2:4][O:5][C:6](=[O:7])[O:8][C:9](=[O:10])[CH2:11][N:12]1[C:13](=[O:14])[C:15]2([CH2:16][O:17][c:18]3[cH:19][c:20]4[c:21]([cH:22][c:23]32)[O:24][CH2:25][O:26]4)[c:27]2[cH:28][cH:29][cH:30][cH:31][c:32]21\"},\"mapped_reaction_smiles\":\"Cl[C:6]([O:5][CH2:4][CH:2]([CH3:1])[CH3:3])=[O:7].[OH:8][C:9](=[O:10])[CH2:11][N:12]1[C:13](=[O:14])[C:15]2([CH2:16][O:17][c:18]3[cH:19][c:20]4[c:21]([cH:22][c:23]32)[O:24][CH2:25][O:26]4)[c:27]2[cH:28][cH:29][cH:30][cH:31][c:32]21>CN1CCOCC1.ClCCl>[CH3:1][CH:2]([CH3:3])[CH2:4][O:5][C:6](=[O:7])[O:8][C:9](=[O:10])[CH2:11][N:12]1[C:13](=[O:14])[C:15]2([CH2:16][O:17][c:18]3[cH:19][c:20]4[c:21]([cH:22][c:23]32)[O:24][CH2:25][O:26]4)[c:27]2[cH:28][cH:29][cH:30][cH:31][c:32]21\"}",
"reactionStep": {
"id": "sa_53291c3d9a5531e0cdccadfe",
"reactionHash": "e4f1a27ea77ba2406615aab115972ea1fee8373a98b6c85491062890699abef9"
},
"children": [
{
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"routeId": "sa_3abf6ce3be5199b38d11aac0",
"moleculeId": "sa_641c6ad4311f4ad7a0c22956",
"parentId": "11773",
"isLeaf": false,
"molecule": {
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"inchikey": "APIBPJKXEFNJPQ-UHFFFAOYSA-N",
"smiles": "O=C(O)CN1C(=O)C2(COc3cc4c(cc32)OCO4)c2ccccc21"
},
"smiles": "O=C(O)CN1C(=O)C2(COc3cc4c(cc32)OCO4)c2ccccc21",
"reactionStepId": "sa_9a5c92c59d4cb9f3f59f116f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120122909A9;0989;1217213\",\"rsmi\":\"CC[O:3][C:2](=[O:1])[CH2:4][N:5]1[C:6](=[O:7])[C:8]2([CH2:9][O:10][c:11]3[cH:12][c:13]4[c:14]([cH:15][c:16]32)[O:17][CH2:18][O:19]4)[c:20]2[cH:21][cH:22][cH:23][cH:24][c:25]21>C1CCOC1.Cl.O.O.[Li+].O>[O:1]=[C:2]([OH:3])[CH2:4][N:5]1[C:6](=[O:7])[C:8]2([CH2:9][O:10][c:11]3[cH:12][c:13]4[c:14]([cH:15][c:16]32)[O:17][CH2:18][O:19]4)[c:20]2[cH:21][cH:22][cH:23][cH:24][c:25]21\"},\"mapped_reaction_smiles\":\"CC[O:3][C:2](=[O:1])[CH2:4][N:5]1[C:6](=[O:7])[C:8]2([CH2:9][O:10][c:11]3[cH:12][c:13]4[c:14]([cH:15][c:16]32)[O:17][CH2:18][O:19]4)[c:20]2[cH:21][cH:22][cH:23][cH:24][c:25]21>C1CCOC1.Cl.O.O.[Li+].O>[O:1]=[C:2]([OH:3])[CH2:4][N:5]1[C:6](=[O:7])[C:8]2([CH2:9][O:10][c:11]3[cH:12][c:13]4[c:14]([cH:15][c:16]32)[O:17][CH2:18][O:19]4)[c:20]2[cH:21][cH:22][cH:23][cH:24][c:25]21\"}",
"reactionStep": {
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"reactionHash": "82f061f07204d0f8f49a7d27b139c73df9005682349745593e6120738ce053ca"
},
"children": [
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"moleculeId": "sa_39135da128eeb4c9e088a2fc",
"parentId": "11774",
"isLeaf": false,
"molecule": {
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"inchikey": "FXZZPYZKZOQDMK-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CN1C(=O)C2(COc3cc4c(cc32)OCO4)c2ccccc21"
},
"smiles": "CCOC(=O)CN1C(=O)C2(COc3cc4c(cc32)OCO4)c2ccccc21",
"reactionStepId": "sa_f0651c93510c202de234624e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120122909A9;0885;1217165\",\"rsmi\":\"O[c:13]1[cH:14][c:15]2[c:16]([cH:17][c:18]1[C:10]1([CH2:11][OH:12])[C:8](=[O:9])[N:7]([CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:27]3[c:22]1[cH:23][cH:24][cH:25][cH:26]3)[O:19][CH2:20][O:21]2>O=C1N(CCC2CC2)c2ccccc2C1(CO)c1cc2c(cc1O)OCO2>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][N:7]1[C:8](=[O:9])[C:10]2([CH2:11][O:12][c:13]3[cH:14][c:15]4[c:16]([cH:17][c:18]32)[O:19][CH2:20][O:21]4)[c:22]2[cH:23][cH:24][cH:25][cH:26][c:27]21\"},\"mapped_reaction_smiles\":\"O[c:13]1[cH:14][c:15]2[c:16]([cH:17][c:18]1[C:10]1([CH2:11][OH:12])[C:8](=[O:9])[N:7]([CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[c:27]3[c:22]1[cH:23][cH:24][cH:25][cH:26]3)[O:19][CH2:20][O:21]2>O=C1N(CCC2CC2)c2ccccc2C1(CO)c1cc2c(cc1O)OCO2>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][N:7]1[C:8](=[O:9])[C:10]2([CH2:11][O:12][c:13]3[cH:14][c:15]4[c:16]([cH:17][c:18]32)[O:19][CH2:20][O:21]4)[c:22]2[cH:23][cH:24][cH:25][cH:26][c:27]21\"}",
"reactionStep": {
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"reactionHash": "bcfbc571390e44a50a47253bdb3637bdee0f95e38b4229b1a5af4b9f3afb334f"
},
"children": [
{
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"routeId": "sa_3abf6ce3be5199b38d11aac0",
"moleculeId": "sa_88f3c2d3768dde651c0a85be",
"parentId": "11775",
"isLeaf": false,
"molecule": {
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"inchikey": "KSNDLAVXMJYHBP-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CN1C(=O)C(CO)(c2cc3c(cc2O)OCO3)c2ccccc21"
},
"smiles": "CCOC(=O)CN1C(=O)C(CO)(c2cc3c(cc2O)OCO3)c2ccccc21",
"reactionStepId": "sa_659ba26795a93f645b6721b9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120122909A9;0704;1217021\",\"rsmi\":\"CCCCCN1c2cccc(Br)c2C(c2cc3c(cc2O)OCO3)[C:11]1=[O:12].[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][N:7]1[C:8](=[O:9])[CH:10]([c:13]2[cH:14][c:15]3[c:16]([cH:17][c:18]2[OH:19])[O:20][CH2:21][O:22]3)[c:23]2[cH:24][cH:25][cH:26][cH:27][c:28]21>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][N:7]1[C:8](=[O:9])[C:10]([CH2:11][OH:12])([c:13]2[cH:14][c:15]3[c:16]([cH:17][c:18]2[OH:19])[O:20][CH2:21][O:22]3)[c:23]2[cH:24][cH:25][cH:26][cH:27][c:28]21\"},\"mapped_reaction_smiles\":\"CCCCCN1c2cccc(Br)c2C(c2cc3c(cc2O)OCO3)[C:11]1=[O:12].[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][N:7]1[C:8](=[O:9])[CH:10]([c:13]2[cH:14][c:15]3[c:16]([cH:17][c:18]2[OH:19])[O:20][CH2:21][O:22]3)[c:23]2[cH:24][cH:25][cH:26][cH:27][c:28]21>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][N:7]1[C:8](=[O:9])[C:10]([CH2:11][OH:12])([c:13]2[cH:14][c:15]3[c:16]([cH:17][c:18]2[OH:19])[O:20][CH2:21][O:22]3)[c:23]2[cH:24][cH:25][cH:26][cH:27][c:28]21\"}",
"reactionStep": {
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"reactionHash": "48c09c3d796152ce82b4946fbc03510165d66bb3ad5ac8f8a241fe6e424e61f0"
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"children": [
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"moleculeId": "sa_96c2547b7428d01ac4605b2c",
"parentId": "11776",
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"molecule": {
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"inchikey": "JXQYISCRXLWTIT-UHFFFAOYSA-N",
"smiles": "CCCCCN1C(=O)C(c2cc3c(cc2O)OCO3)c2c(Br)cccc21"
},
"smiles": "CCCCCN1C(=O)C(c2cc3c(cc2O)OCO3)c2c(Br)cccc21",
"reactionStepId": "sa_3819c8e5d30e382ef19cadbf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120122909A9;0695;1217014\",\"rsmi\":\"O[C:9]1([c:10]2[cH:11][c:12]3[c:13]([cH:14][c:15]2[OH:16])[O:17][CH2:18][O:19]3)[C:7](=[O:8])[N:6]([CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[c:26]2[c:20]1[c:21]([Br:22])[cH:23][cH:24][cH:25]2>CC[SiH](CC)CC.ClCCl.O=C(O)C(F)(F)F>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:7](=[O:8])[CH:9]([c:10]2[cH:11][c:12]3[c:13]([cH:14][c:15]2[OH:16])[O:17][CH2:18][O:19]3)[c:20]2[c:21]([Br:22])[cH:23][cH:24][cH:25][c:26]21\"},\"mapped_reaction_smiles\":\"O[C:9]1([c:10]2[cH:11][c:12]3[c:13]([cH:14][c:15]2[OH:16])[O:17][CH2:18][O:19]3)[C:7](=[O:8])[N:6]([CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[c:26]2[c:20]1[c:21]([Br:22])[cH:23][cH:24][cH:25]2>CC[SiH](CC)CC.ClCCl.O=C(O)C(F)(F)F>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:7](=[O:8])[CH:9]([c:10]2[cH:11][c:12]3[c:13]([cH:14][c:15]2[OH:16])[O:17][CH2:18][O:19]3)[c:20]2[c:21]([Br:22])[cH:23][cH:24][cH:25][c:26]21\"}",
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"smiles": "CCCCCN1C(=O)C(O)(c2cc3c(cc2O)OCO3)c2c(Br)cccc21"
},
"smiles": "CCCCCN1C(=O)C(O)(c2cc3c(cc2O)OCO3)c2c(Br)cccc21",
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}
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},
{
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"smiles": "CCOC(=O)CN1C(=O)C(c2cc3c(cc2O)OCO3)c2ccccc21"
},
"smiles": "CCOC(=O)CN1C(=O)C(c2cc3c(cc2O)OCO3)c2ccccc21",
"reactionStepId": "sa_1f5100cc6ba0a09caa375030",
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},
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},
{
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"molecule": {
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"smiles": "CC(C)COC(=O)Cl"
},
"smiles": "CC(C)COC(=O)Cl",
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}
]
}
}