Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1c(CC(=O)O)cccc1Oc1ccccc1
InChiKey
QKXCSJVIPOBOCR-UHFFFAOYSA-N
Route Signature
e9934342b1296765c3d93022ba567366519f3c0f0e3a9dbc83a50735e17744fe
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_77fddb15a1f6fa908b839406",
"signature": "e9934342b1296765c3d93022ba567366519f3c0f0e3a9dbc83a50735e17744fe",
"contentHash": "a012321b215f2d5d90ab3555a6a9f07e911386e99baf732e8daa946aec8a6b3b",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_29c4ee301c8e74c4fca41d5e",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01393",
"moleculeId": "sa_b4d9809061159057fcf670b0",
"smiles": "COc1c(CC(=O)O)cccc1Oc1ccccc1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_b4d9809061159057fcf670b0",
"inchikey": "QKXCSJVIPOBOCR-UHFFFAOYSA-N",
"smiles": "COc1c(CC(=O)O)cccc1Oc1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14298",
"routeId": "sa_77fddb15a1f6fa908b839406",
"moleculeId": "sa_b4d9809061159057fcf670b0",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b4d9809061159057fcf670b0",
"inchikey": "QKXCSJVIPOBOCR-UHFFFAOYSA-N",
"smiles": "COc1c(CC(=O)O)cccc1Oc1ccccc1"
},
"smiles": "COc1c(CC(=O)O)cccc1Oc1ccccc1",
"reactionStepId": "sa_6189ef98edda3df040b0b624",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04367238;;103229\",\"rsmi\":\"CC[OH:8].N#[C:6][CH2:5][c:4]1[c:3]([O:2][CH3:1])[c:12]([O:13][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[cH:11][cH:10][cH:9]1.[OH2:7]>[K+].O>[CH3:1][O:2][c:3]1[c:4]([CH2:5][C:6](=[O:7])[OH:8])[cH:9][cH:10][cH:11][c:12]1[O:13][c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"CC[OH:8].N#[C:6][CH2:5][c:4]1[c:3]([O:2][CH3:1])[c:12]([O:13][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[cH:11][cH:10][cH:9]1.[OH2:7]>[K+].O>[CH3:1][O:2][c:3]1[c:4]([CH2:5][C:6](=[O:7])[OH:8])[cH:9][cH:10][cH:11][c:12]1[O:13][c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_6189ef98edda3df040b0b624",
"reactionHash": "2dda90063e65aaf6aa51b2c1bbe4ad5be267ac8203ec82b725932e514b7f7657"
},
"children": [
{
"id": "14299",
"routeId": "sa_77fddb15a1f6fa908b839406",
"moleculeId": "sa_832c4d24c68b05aef81b7293",
"parentId": "14298",
"isLeaf": false,
"molecule": {
"id": "sa_832c4d24c68b05aef81b7293",
"inchikey": "IFUJEJMWGYOLFK-UHFFFAOYSA-N",
"smiles": "COc1c(CC#N)cccc1Oc1ccccc1"
},
"smiles": "COc1c(CC#N)cccc1Oc1ccccc1",
"reactionStepId": "sa_c5d562588b353279d05c38aa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04367238;;103228\",\"rsmi\":\"Br[CH2:5][c:4]1[c:3]([O:2][CH3:1])[c:11]([O:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[cH:10][cH:9][cH:8]1.[CH:6]#[N:7]>CS(C)=O.[Na+]>[CH3:1][O:2][c:3]1[c:4]([CH2:5][C:6]#[N:7])[cH:8][cH:9][cH:10][c:11]1[O:12][c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"Br[CH2:5][c:4]1[c:3]([O:2][CH3:1])[c:11]([O:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[cH:10][cH:9][cH:8]1.[CH:6]#[N:7]>CS(C)=O.[Na+]>[CH3:1][O:2][c:3]1[c:4]([CH2:5][C:6]#[N:7])[cH:8][cH:9][cH:10][c:11]1[O:12][c:13]1[cH:14][cH:15][cH:16][cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_c5d562588b353279d05c38aa",
"reactionHash": "dcf381e9c7075e0f4c4cdd2feff8cdac8557716ab615fcdebcd214f4de7ad33f"
},
"children": [
{
"id": "14300",
"routeId": "sa_77fddb15a1f6fa908b839406",
"moleculeId": "sa_5995aff3aeff665a1f3e984d",
"parentId": "14299",
"isLeaf": true,
"molecule": {
"id": "sa_5995aff3aeff665a1f3e984d",
"inchikey": "LELOWRISYMNNSU-UHFFFAOYSA-N",
"smiles": "C#N"
},
"smiles": "C#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14301",
"routeId": "sa_77fddb15a1f6fa908b839406",
"moleculeId": "sa_7bfcc8e9c94db1ded886a67d",
"parentId": "14299",
"isLeaf": false,
"molecule": {
"id": "sa_7bfcc8e9c94db1ded886a67d",
"inchikey": "QSKISEGPOPYMHL-UHFFFAOYSA-N",
"smiles": "COc1c(CBr)cccc1Oc1ccccc1"
},
"smiles": "COc1c(CBr)cccc1Oc1ccccc1",
"reactionStepId": "sa_ca7550525755474f960565ed",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04367238;;103227\",\"rsmi\":\"O=C1CCC(=O)N1[Br:17].[CH3:1][O:2][c:3]1[c:4]([O:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[cH:12][cH:13][cH:14][c:15]1[CH3:16]>CC(C)(C#N)N=NC(C)(C)C#N.c1ccccc1>[CH3:1][O:2][c:3]1[c:4]([O:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[cH:12][cH:13][cH:14][c:15]1[CH2:16][Br:17]\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:17].[CH3:1][O:2][c:3]1[c:4]([O:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[cH:12][cH:13][cH:14][c:15]1[CH3:16]>CC(C)(C#N)N=NC(C)(C)C#N.c1ccccc1>[CH3:1][O:2][c:3]1[c:4]([O:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[cH:12][cH:13][cH:14][c:15]1[CH2:16][Br:17]\"}",
"reactionStep": {
"id": "sa_ca7550525755474f960565ed",
"reactionHash": "3387707e06f2909c215eeb277efbbe907c18aa849bb80b597c2a383af91e2578"
},
"children": [
{
"id": "14302",
"routeId": "sa_77fddb15a1f6fa908b839406",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "14301",
"isLeaf": true,
"molecule": {
"id": "sa_ccdcf23ac83e7a68bfa4f2e5",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14303",
"routeId": "sa_77fddb15a1f6fa908b839406",
"moleculeId": "sa_c9c57aeabfa3c5d08a5b8ac3",
"parentId": "14301",
"isLeaf": false,
"molecule": {
"id": "sa_c9c57aeabfa3c5d08a5b8ac3",
"inchikey": "VWUVNZAQODSBIK-UHFFFAOYSA-N",
"smiles": "COc1c(C)cccc1Oc1ccccc1"
},
"smiles": "COc1c(C)cccc1Oc1ccccc1",
"reactionStepId": "sa_f81626fefa8858c504ff4052",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04367238;;103226\",\"rsmi\":\"COS(=O)(=O)O[CH3:1].[OH:2][c:3]1[c:4]([O:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[cH:12][cH:13][cH:14][c:15]1[CH3:16]>CCO.[K+].O>[CH3:1][O:2][c:3]1[c:4]([O:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[cH:12][cH:13][cH:14][c:15]1[CH3:16]\"},\"mapped_reaction_smiles\":\"COS(=O)(=O)O[CH3:1].[OH:2][c:3]1[c:4]([O:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[cH:12][cH:13][cH:14][c:15]1[CH3:16]>CCO.[K+].O>[CH3:1][O:2][c:3]1[c:4]([O:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[cH:12][cH:13][cH:14][c:15]1[CH3:16]\"}",
"reactionStep": {
"id": "sa_f81626fefa8858c504ff4052",
"reactionHash": "8808ef97fcbff7a127545609c734a6ba26e14125657449a0a1dac17c6bf70890"
},
"children": [
{
"id": "14304",
"routeId": "sa_77fddb15a1f6fa908b839406",
"moleculeId": "sa_23afaaa48033228369a0fe1c",
"parentId": "14303",
"isLeaf": false,
"molecule": {
"id": "sa_23afaaa48033228369a0fe1c",
"inchikey": "ITWSSHAQDQRJDP-UHFFFAOYSA-N",
"smiles": "Cc1cccc(Oc2ccccc2)c1O"
},
"smiles": "Cc1cccc(Oc2ccccc2)c1O",
"reactionStepId": "sa_92f9d451ee83752868dfbe9c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04367238;;103225\",\"rsmi\":\"N[c:14]1[c:2]([CH3:1])[cH:3][cH:4][cH:5][c:6]1[O:7][c:8]1[cH:9][cH:10][cH:11][cH:12][cH:13]1.O=N[OH:15]>CC(=O)O.Cl.F[B-](F)(F)F.O.[H+].[Na+]>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([O:7][c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[c:14]1[OH:15]\"},\"mapped_reaction_smiles\":\"N[c:14]1[c:2]([CH3:1])[cH:3][cH:4][cH:5][c:6]1[O:7][c:8]1[cH:9][cH:10][cH:11][cH:12][cH:13]1.O=N[OH:15]>CC(=O)O.Cl.F[B-](F)(F)F.O.[H+].[Na+]>[CH3:1][c:2]1[cH:3][cH:4][cH:5][c:6]([O:7][c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[c:14]1[OH:15]\"}",
"reactionStep": {
"id": "sa_92f9d451ee83752868dfbe9c",
"reactionHash": "328a758392914875f23b13c378dc8c1d98b17847896d23cf3b32f7b121aa99f5"
},
"children": [
{
"id": "14305",
"routeId": "sa_77fddb15a1f6fa908b839406",
"moleculeId": "sa_81c0446884d57a7253ff6b54",
"parentId": "14304",
"isLeaf": true,
"molecule": {
"id": "sa_81c0446884d57a7253ff6b54",
"inchikey": "IOVCWXUNBOPUCH-UHFFFAOYSA-N",
"smiles": "[O-]N=[OH+]"
},
"smiles": "O=NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14306",
"routeId": "sa_77fddb15a1f6fa908b839406",
"moleculeId": "sa_58c6ccbf8621bb50c4cb59e3",
"parentId": "14304",
"isLeaf": true,
"molecule": {
"id": "sa_58c6ccbf8621bb50c4cb59e3",
"inchikey": "UIYWSRILONNTRY-UHFFFAOYSA-N",
"smiles": "Cc1cccc(Oc2ccccc2)c1N"
},
"smiles": "Cc1cccc(Oc2ccccc2)c1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "14307",
"routeId": "sa_77fddb15a1f6fa908b839406",
"moleculeId": "sa_593fd09433db80d5dc575b2c",
"parentId": "14303",
"isLeaf": true,
"molecule": {
"id": "sa_593fd09433db80d5dc575b2c",
"inchikey": "VAYGXNSJCAHWJZ-UHFFFAOYSA-N",
"smiles": "COS(=O)(=O)OC"
},
"smiles": "COS(=O)(=O)OC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "14308",
"routeId": "sa_77fddb15a1f6fa908b839406",
"moleculeId": "sa_afaca116b303dc7d01346819",
"parentId": "14298",
"isLeaf": true,
"molecule": {
"id": "sa_afaca116b303dc7d01346819",
"inchikey": "LFQSCWFLJHTTHZ-UHFFFAOYSA-N",
"smiles": "CCO"
},
"smiles": "CCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14309",
"routeId": "sa_77fddb15a1f6fa908b839406",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "14298",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}