Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCN(Cc1cc(Br)ccc1OCc1cccs1)c1ccc(C(=O)O)cn1
InChiKey
IZCHVKFTPBAZSG-UHFFFAOYSA-N
Route Signature
4ad5d5276ed072b4b58d332c6a7f2fad0f29a1e899f402753051247c9d671a61
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_e391a8fe96e03c54386825d8",
"signature": "4ad5d5276ed072b4b58d332c6a7f2fad0f29a1e899f402753051247c9d671a61",
"contentHash": "bd15013246873717b6ac2ee1cb86dd686aee458f9341b4ccd2a3ac9850f079ba",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_17227a303a4fa98f8fb6f687",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01797",
"moleculeId": "sa_34df27fe2376d41d47facb91",
"smiles": "CCN(Cc1cc(Br)ccc1OCc1cccs1)c1ccc(C(=O)O)cn1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_34df27fe2376d41d47facb91",
"inchikey": "IZCHVKFTPBAZSG-UHFFFAOYSA-N",
"smiles": "CCN(Cc1cc(Br)ccc1OCc1cccs1)c1ccc(C(=O)O)cn1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10456",
"routeId": "sa_e391a8fe96e03c54386825d8",
"moleculeId": "sa_34df27fe2376d41d47facb91",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_34df27fe2376d41d47facb91",
"inchikey": "IZCHVKFTPBAZSG-UHFFFAOYSA-N",
"smiles": "CCN(Cc1cc(Br)ccc1OCc1cccs1)c1ccc(C(=O)O)cn1"
},
"smiles": "CCN(Cc1cc(Br)ccc1OCc1cccs1)c1ccc(C(=O)O)cn1",
"reactionStepId": "sa_a9f93262d4c84492235e758d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05843942;;424370\",\"rsmi\":\"C[O:25][C:23]([c:22]1[cH:21][n:20][c:19]([N:3]([CH2:2][CH3:1])[CH2:4][c:5]2[c:6]([O:7][CH2:8][c:9]3[cH:10][cH:11][cH:12][s:13]3)[cH:14][cH:15][c:16]([Br:17])[cH:18]2)[cH:27][cH:26]1)=[O:24]>CO.[Na+].O>[CH3:1][CH2:2][N:3]([CH2:4][c:5]1[c:6]([O:7][CH2:8][c:9]2[cH:10][cH:11][cH:12][s:13]2)[cH:14][cH:15][c:16]([Br:17])[cH:18]1)[c:19]1[n:20][cH:21][c:22]([C:23](=[O:24])[OH:25])[cH:26][cH:27]1\"},\"mapped_reaction_smiles\":\"C[O:25][C:23]([c:22]1[cH:21][n:20][c:19]([N:3]([CH2:2][CH3:1])[CH2:4][c:5]2[c:6]([O:7][CH2:8][c:9]3[cH:10][cH:11][cH:12][s:13]3)[cH:14][cH:15][c:16]([Br:17])[cH:18]2)[cH:27][cH:26]1)=[O:24]>CO.[Na+].O>[CH3:1][CH2:2][N:3]([CH2:4][c:5]1[c:6]([O:7][CH2:8][c:9]2[cH:10][cH:11][cH:12][s:13]2)[cH:14][cH:15][c:16]([Br:17])[cH:18]1)[c:19]1[n:20][cH:21][c:22]([C:23](=[O:24])[OH:25])[cH:26][cH:27]1\"}",
"reactionStep": {
"id": "sa_a9f93262d4c84492235e758d",
"reactionHash": "c4b7d9b2860576f0a7aa86b68286d84d176faecad43182d11f801da62e4d9997"
},
"children": [
{
"id": "10457",
"routeId": "sa_e391a8fe96e03c54386825d8",
"moleculeId": "sa_adfb22a74f7c872b9d42e8fa",
"parentId": "10456",
"isLeaf": false,
"molecule": {
"id": "sa_adfb22a74f7c872b9d42e8fa",
"inchikey": "HXFFUAZVHOYYAF-UHFFFAOYSA-N",
"smiles": "CCN(Cc1cc(Br)ccc1OCc1cccs1)c1ccc(C(=O)OC)cn1"
},
"smiles": "CCN(Cc1cc(Br)ccc1OCc1cccs1)c1ccc(C(=O)OC)cn1",
"reactionStepId": "sa_fb1238f9a25d0e68b829d547",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05843942;;424374\",\"rsmi\":\"Br[CH2:4][c:5]1[c:6]([O:7][CH2:8][c:9]2[cH:10][cH:11][cH:12][s:13]2)[cH:14][cH:15][c:16]([Br:17])[cH:18]1.[CH3:1][CH2:2][NH:3][c:19]1[n:20][cH:21][c:22]([C:23](=[O:24])[O:25][CH3:26])[cH:27][cH:28]1>CN(C)C=O.Cl.[HH].N.[Na+]>[CH3:1][CH2:2][N:3]([CH2:4][c:5]1[c:6]([O:7][CH2:8][c:9]2[cH:10][cH:11][cH:12][s:13]2)[cH:14][cH:15][c:16]([Br:17])[cH:18]1)[c:19]1[n:20][cH:21][c:22]([C:23](=[O:24])[O:25][CH3:26])[cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"Br[CH2:4][c:5]1[c:6]([O:7][CH2:8][c:9]2[cH:10][cH:11][cH:12][s:13]2)[cH:14][cH:15][c:16]([Br:17])[cH:18]1.[CH3:1][CH2:2][NH:3][c:19]1[n:20][cH:21][c:22]([C:23](=[O:24])[O:25][CH3:26])[cH:27][cH:28]1>CN(C)C=O.Cl.[HH].N.[Na+]>[CH3:1][CH2:2][N:3]([CH2:4][c:5]1[c:6]([O:7][CH2:8][c:9]2[cH:10][cH:11][cH:12][s:13]2)[cH:14][cH:15][c:16]([Br:17])[cH:18]1)[c:19]1[n:20][cH:21][c:22]([C:23](=[O:24])[O:25][CH3:26])[cH:27][cH:28]1\"}",
"reactionStep": {
"id": "sa_fb1238f9a25d0e68b829d547",
"reactionHash": "78970209a06a60d76a49d5c9d9f5e712033516f537f5fdb09fa3864d7c29113e"
},
"children": [
{
"id": "10458",
"routeId": "sa_e391a8fe96e03c54386825d8",
"moleculeId": "sa_d79b0ba0f51d0e22f8c13304",
"parentId": "10457",
"isLeaf": false,
"molecule": {
"id": "sa_d79b0ba0f51d0e22f8c13304",
"inchikey": "BVBJDUJANBKRSB-UHFFFAOYSA-N",
"smiles": "BrCc1cc(Br)ccc1OCc1cccs1"
},
"smiles": "BrCc1cc(Br)ccc1OCc1cccs1",
"reactionStepId": "sa_b1f69c02987911ae78e46c51",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05843942;;424373\",\"rsmi\":\"BrC(Br)(Br)[Br:1].O[CH2:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[cH:8][cH:9][cH:10][s:11]2)[cH:12][cH:13][c:14]([Br:15])[cH:16]1>ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[Br:1][CH2:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[cH:8][cH:9][cH:10][s:11]2)[cH:12][cH:13][c:14]([Br:15])[cH:16]1\"},\"mapped_reaction_smiles\":\"BrC(Br)(Br)[Br:1].O[CH2:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[cH:8][cH:9][cH:10][s:11]2)[cH:12][cH:13][c:14]([Br:15])[cH:16]1>ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[Br:1][CH2:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[cH:8][cH:9][cH:10][s:11]2)[cH:12][cH:13][c:14]([Br:15])[cH:16]1\"}",
"reactionStep": {
"id": "sa_b1f69c02987911ae78e46c51",
"reactionHash": "6431ce225331695005352b54a051de9cdaa4dd75546977be802582d2d99578ea"
},
"children": [
{
"id": "10459",
"routeId": "sa_e391a8fe96e03c54386825d8",
"moleculeId": "sa_d501d4f8f72e8d66ad5e01cb",
"parentId": "10458",
"isLeaf": true,
"molecule": {
"id": "sa_d501d4f8f72e8d66ad5e01cb",
"inchikey": "HJUGFYREWKUQJT-UHFFFAOYSA-N",
"smiles": "BrC(Br)(Br)Br"
},
"smiles": "BrC(Br)(Br)Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10460",
"routeId": "sa_e391a8fe96e03c54386825d8",
"moleculeId": "sa_fa0fb76c4d3c94caac84362a",
"parentId": "10458",
"isLeaf": false,
"molecule": {
"id": "sa_fa0fb76c4d3c94caac84362a",
"inchikey": "HZWNWHYPLRFREI-UHFFFAOYSA-N",
"smiles": "OCc1cc(Br)ccc1OCc1cccs1"
},
"smiles": "OCc1cc(Br)ccc1OCc1cccs1",
"reactionStepId": "sa_8f232ea14218cfe2b21010af",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05843942;;424372\",\"rsmi\":\"C[O:1][C:2](=O)[c:3]1[c:4]([O:5][CH2:6][c:7]2[cH:8][cH:9][cH:10][s:11]2)[cH:12][cH:13][c:14]([Br:15])[cH:16]1>CC(C)C[AlH]CC(C)C.ClCCl>[OH:1][CH2:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[cH:8][cH:9][cH:10][s:11]2)[cH:12][cH:13][c:14]([Br:15])[cH:16]1\"},\"mapped_reaction_smiles\":\"C[O:1][C:2](=O)[c:3]1[c:4]([O:5][CH2:6][c:7]2[cH:8][cH:9][cH:10][s:11]2)[cH:12][cH:13][c:14]([Br:15])[cH:16]1>CC(C)C[AlH]CC(C)C.ClCCl>[OH:1][CH2:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[cH:8][cH:9][cH:10][s:11]2)[cH:12][cH:13][c:14]([Br:15])[cH:16]1\"}",
"reactionStep": {
"id": "sa_8f232ea14218cfe2b21010af",
"reactionHash": "ad7b791c092705b7fc78af77a7cc53dedb80a51e4a1b2e01eeb6b37561603a33"
},
"children": [
{
"id": "10461",
"routeId": "sa_e391a8fe96e03c54386825d8",
"moleculeId": "sa_8c8383f25d234d66572baa2b",
"parentId": "10460",
"isLeaf": true,
"molecule": {
"id": "sa_8c8383f25d234d66572baa2b",
"inchikey": "FZNSFFOEEFZHFJ-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Br)ccc1OCc1cccs1"
},
"smiles": "COC(=O)c1cc(Br)ccc1OCc1cccs1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "10462",
"routeId": "sa_e391a8fe96e03c54386825d8",
"moleculeId": "sa_dc5ffc33cddc1d57a0494069",
"parentId": "10457",
"isLeaf": false,
"molecule": {
"id": "sa_dc5ffc33cddc1d57a0494069",
"inchikey": "MWRWWXCNTRUSJT-UHFFFAOYSA-N",
"smiles": "CCNc1ccc(C(=O)OC)cn1"
},
"smiles": "CCNc1ccc(C(=O)OC)cn1",
"reactionStepId": "sa_3be574f48f88946e997645c7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05843942;;424376\",\"rsmi\":\"O[C:8]([c:7]1[cH:6][n:5][c:4]([NH:3][CH2:2][CH3:1])[cH:13][cH:12]1)=[O:9].[OH:10][CH3:11]>O=S(=O)(O)O>[CH3:1][CH2:2][NH:3][c:4]1[n:5][cH:6][c:7]([C:8](=[O:9])[O:10][CH3:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"O[C:8]([c:7]1[cH:6][n:5][c:4]([NH:3][CH2:2][CH3:1])[cH:13][cH:12]1)=[O:9].[OH:10][CH3:11]>O=S(=O)(O)O>[CH3:1][CH2:2][NH:3][c:4]1[n:5][cH:6][c:7]([C:8](=[O:9])[O:10][CH3:11])[cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_3be574f48f88946e997645c7",
"reactionHash": "73c5510add73fb53b8705141d8d8e58cbc620c7df0f2d6c0f312a96257a05d47"
},
"children": [
{
"id": "10463",
"routeId": "sa_e391a8fe96e03c54386825d8",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "10462",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10464",
"routeId": "sa_e391a8fe96e03c54386825d8",
"moleculeId": "sa_4f259d691fa25bbdc96e1f5a",
"parentId": "10462",
"isLeaf": false,
"molecule": {
"id": "sa_4f259d691fa25bbdc96e1f5a",
"inchikey": "SDLJJCXFXNLGDB-UHFFFAOYSA-N",
"smiles": "CCNc1ccc(C(=O)O)cn1"
},
"smiles": "CCNc1ccc(C(=O)O)cn1",
"reactionStepId": "sa_0a8162328551488e65860d9d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05843942;;424375\",\"rsmi\":\"Cl[c:4]1[n:5][cH:6][c:7]([C:8](=[O:9])[OH:10])[cH:11][cH:12]1.[CH3:1][CH2:2][NH2:3]>>[CH3:1][CH2:2][NH:3][c:4]1[n:5][cH:6][c:7]([C:8](=[O:9])[OH:10])[cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"Cl[c:4]1[n:5][cH:6][c:7]([C:8](=[O:9])[OH:10])[cH:11][cH:12]1.[CH3:1][CH2:2][NH2:3]>>[CH3:1][CH2:2][NH:3][c:4]1[n:5][cH:6][c:7]([C:8](=[O:9])[OH:10])[cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_0a8162328551488e65860d9d",
"reactionHash": "aa180cb1177fe3b6d30968fc90a6b10380055ae87b24791c94109197d37ca380"
},
"children": [
{
"id": "10465",
"routeId": "sa_e391a8fe96e03c54386825d8",
"moleculeId": "sa_89fd0a98f6b54999b99c6e8f",
"parentId": "10464",
"isLeaf": true,
"molecule": {
"id": "sa_89fd0a98f6b54999b99c6e8f",
"inchikey": "QUSNBJAOOMFDIB-UHFFFAOYSA-N",
"smiles": "CCN"
},
"smiles": "CCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10466",
"routeId": "sa_e391a8fe96e03c54386825d8",
"moleculeId": "sa_b47cdbaa9c10f67645eac58b",
"parentId": "10464",
"isLeaf": true,
"molecule": {
"id": "sa_b47cdbaa9c10f67645eac58b",
"inchikey": "UAWMVMPAYRWUFX-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(Cl)nc1"
},
"smiles": "O=C(O)c1ccc(Cl)nc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}