Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ccc2c(C(=O)Nc3nccs3)cn(C(C)C)c2c1
InChiKey
YIQARNFOXUXVME-UHFFFAOYSA-N
Route Signature
9d5c6f005041b614c112cbcb574db5d8800e5eb37d6cc4c45ada69900a170e98
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_30f1aba8f35f23e798bd1a96",
"signature": "9d5c6f005041b614c112cbcb574db5d8800e5eb37d6cc4c45ada69900a170e98",
"contentHash": "41582cd64dcd768c2282ff078c6c9cfb380cd744982efcc25ca69af7d618263b",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_f2d050a9ee30167b3ed0f7dc",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01823",
"moleculeId": "sa_26f19129e85913b798429fe8",
"smiles": "Cc1ccc2c(C(=O)Nc3nccs3)cn(C(C)C)c2c1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_26f19129e85913b798429fe8",
"inchikey": "YIQARNFOXUXVME-UHFFFAOYSA-N",
"smiles": "Cc1ccc2c(C(=O)Nc3nccs3)cn(C(C)C)c2c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14558",
"routeId": "sa_30f1aba8f35f23e798bd1a96",
"moleculeId": "sa_26f19129e85913b798429fe8",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_26f19129e85913b798429fe8",
"inchikey": "YIQARNFOXUXVME-UHFFFAOYSA-N",
"smiles": "Cc1ccc2c(C(=O)Nc3nccs3)cn(C(C)C)c2c1"
},
"smiles": "Cc1ccc2c(C(=O)Nc3nccs3)cn(C(C)C)c2c1",
"reactionStepId": "sa_854cb3f11b0b2428d4f02037",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06881844B2;0049;680741\",\"rsmi\":\"O[C:7]([c:6]1[c:5]2[cH:4][cH:3][c:2]([CH3:1])[cH:21][c:20]2[n:16]([CH:17]([CH3:18])[CH3:19])[cH:15]1)=[O:8].[NH2:9][c:10]1[n:11][cH:12][cH:13][s:14]1>ClCCl.O=C1CCC(=O)N1Br.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([C:7](=[O:8])[NH:9][c:10]3[n:11][cH:12][cH:13][s:14]3)[cH:15][n:16]([CH:17]([CH3:18])[CH3:19])[c:20]2[cH:21]1\"},\"mapped_reaction_smiles\":\"O[C:7]([c:6]1[c:5]2[cH:4][cH:3][c:2]([CH3:1])[cH:21][c:20]2[n:16]([CH:17]([CH3:18])[CH3:19])[cH:15]1)=[O:8].[NH2:9][c:10]1[n:11][cH:12][cH:13][s:14]1>ClCCl.O=C1CCC(=O)N1Br.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([C:7](=[O:8])[NH:9][c:10]3[n:11][cH:12][cH:13][s:14]3)[cH:15][n:16]([CH:17]([CH3:18])[CH3:19])[c:20]2[cH:21]1\"}",
"reactionStep": {
"id": "sa_854cb3f11b0b2428d4f02037",
"reactionHash": "0ca10493e3bee0dd23b2ca3b3c4517a876d9cf9517cc38fa6a05b08c37aa4ae4"
},
"children": [
{
"id": "14559",
"routeId": "sa_30f1aba8f35f23e798bd1a96",
"moleculeId": "sa_ad0db6001a1234c73213a4a8",
"parentId": "14558",
"isLeaf": true,
"molecule": {
"id": "sa_ad0db6001a1234c73213a4a8",
"inchikey": "RAIPHJJURHTUIC-UHFFFAOYSA-N",
"smiles": "N=c1[nH]ccs1"
},
"smiles": "Nc1nccs1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14560",
"routeId": "sa_30f1aba8f35f23e798bd1a96",
"moleculeId": "sa_b9b6bea8c0570b26a63dea95",
"parentId": "14558",
"isLeaf": false,
"molecule": {
"id": "sa_b9b6bea8c0570b26a63dea95",
"inchikey": "UIFLPMDEUXWWNN-UHFFFAOYSA-N",
"smiles": "Cc1ccc2c(C(=O)O)cn(C(C)C)c2c1"
},
"smiles": "Cc1ccc2c(C(=O)O)cn(C(C)C)c2c1",
"reactionStepId": "sa_ac45e4d469a00c6ea58fd199",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06881844B2;0048;680740\",\"rsmi\":\"FC(F)(F)[C:7]([c:6]1[c:5]2[cH:4][cH:3][c:2]([CH3:1])[cH:16][c:15]2[n:11]([CH:12]([CH3:13])[CH3:14])[cH:10]1)=[O:8].[OH2:9]>[Na+]>[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([C:7](=[O:8])[OH:9])[cH:10][n:11]([CH:12]([CH3:13])[CH3:14])[c:15]2[cH:16]1\"},\"mapped_reaction_smiles\":\"FC(F)(F)[C:7]([c:6]1[c:5]2[cH:4][cH:3][c:2]([CH3:1])[cH:16][c:15]2[n:11]([CH:12]([CH3:13])[CH3:14])[cH:10]1)=[O:8].[OH2:9]>[Na+]>[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([C:7](=[O:8])[OH:9])[cH:10][n:11]([CH:12]([CH3:13])[CH3:14])[c:15]2[cH:16]1\"}",
"reactionStep": {
"id": "sa_ac45e4d469a00c6ea58fd199",
"reactionHash": "714f56af877c5a16c8159c256644321bca390c53da7aa7b6cdb2499ad3441899"
},
"children": [
{
"id": "14561",
"routeId": "sa_30f1aba8f35f23e798bd1a96",
"moleculeId": "sa_0f5670f704355252b08bd171",
"parentId": "14560",
"isLeaf": false,
"molecule": {
"id": "sa_0f5670f704355252b08bd171",
"inchikey": "CYXLUBVIOAWIOE-UHFFFAOYSA-N",
"smiles": "Cc1ccc2c(C(=O)C(F)(F)F)cn(C(C)C)c2c1"
},
"smiles": "Cc1ccc2c(C(=O)C(F)(F)F)cn(C(C)C)c2c1",
"reactionStepId": "sa_5b839ee170038d2ce0d5b426",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06881844B2;0047;680739\",\"rsmi\":\"I[CH:15]([CH3:16])[CH3:17].[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([C:7](=[O:8])[C:9]([F:10])([F:11])[F:12])[cH:13][nH:14][c:18]2[cH:19]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([C:7](=[O:8])[C:9]([F:10])([F:11])[F:12])[cH:13][n:14]([CH:15]([CH3:16])[CH3:17])[c:18]2[cH:19]1\"},\"mapped_reaction_smiles\":\"I[CH:15]([CH3:16])[CH3:17].[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([C:7](=[O:8])[C:9]([F:10])([F:11])[F:12])[cH:13][nH:14][c:18]2[cH:19]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([C:7](=[O:8])[C:9]([F:10])([F:11])[F:12])[cH:13][n:14]([CH:15]([CH3:16])[CH3:17])[c:18]2[cH:19]1\"}",
"reactionStep": {
"id": "sa_5b839ee170038d2ce0d5b426",
"reactionHash": "36f0bef8550fa90998cf353c7b709acc3e4ba6839f4da4c549f1b8a87c27f213"
},
"children": [
{
"id": "14562",
"routeId": "sa_30f1aba8f35f23e798bd1a96",
"moleculeId": "sa_a052d818144477afecc637f7",
"parentId": "14561",
"isLeaf": false,
"molecule": {
"id": "sa_a052d818144477afecc637f7",
"inchikey": "FGKOAZGNYHYTKU-UHFFFAOYSA-N",
"smiles": "Cc1ccc2c(C(=O)C(F)(F)F)c[nH]c2c1"
},
"smiles": "Cc1ccc2c(C(=O)C(F)(F)F)c[nH]c2c1",
"reactionStepId": "sa_6e18112dd030111274079910",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06881844B2;0046;680738\",\"rsmi\":\"O=C(O[C:11](=[O:12])[C:13]([F:14])([F:15])[F:16])C(F)(F)F.[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:7]1)[nH:8][cH:9][cH:10]2>C1CCOC1>[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:7]1)[nH:8][cH:9][c:10]2[C:11](=[O:12])[C:13]([F:14])([F:15])[F:16]\"},\"mapped_reaction_smiles\":\"O=C(O[C:11](=[O:12])[C:13]([F:14])([F:15])[F:16])C(F)(F)F.[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:7]1)[nH:8][cH:9][cH:10]2>C1CCOC1>[CH3:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:7]1)[nH:8][cH:9][c:10]2[C:11](=[O:12])[C:13]([F:14])([F:15])[F:16]\"}",
"reactionStep": {
"id": "sa_6e18112dd030111274079910",
"reactionHash": "6ddaecca5c26bd2127e55562ecd2c621a6156397ebb6ecca7a4afcc7d82e8030"
},
"children": [
{
"id": "14563",
"routeId": "sa_30f1aba8f35f23e798bd1a96",
"moleculeId": "sa_34b798a24d599fb4b9fd8dbc",
"parentId": "14562",
"isLeaf": true,
"molecule": {
"id": "sa_34b798a24d599fb4b9fd8dbc",
"inchikey": "ONYNOPPOVKYGRS-UHFFFAOYSA-N",
"smiles": "Cc1ccc2cc[nH]c2c1"
},
"smiles": "Cc1ccc2cc[nH]c2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14564",
"routeId": "sa_30f1aba8f35f23e798bd1a96",
"moleculeId": "sa_13aba86a4bd7dae65951b1c5",
"parentId": "14562",
"isLeaf": true,
"molecule": {
"id": "sa_13aba86a4bd7dae65951b1c5",
"inchikey": "QAEDZJGFFMLHHQ-UHFFFAOYSA-N",
"smiles": "O=C(OC(=O)C(F)(F)F)C(F)(F)F"
},
"smiles": "O=C(OC(=O)C(F)(F)F)C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "14565",
"routeId": "sa_30f1aba8f35f23e798bd1a96",
"moleculeId": "sa_1c18b9a29c101d82cfd154ef",
"parentId": "14561",
"isLeaf": true,
"molecule": {
"id": "sa_1c18b9a29c101d82cfd154ef",
"inchikey": "FMKOJHQHASLBPH-UHFFFAOYSA-N",
"smiles": "CC(C)I"
},
"smiles": "CC(C)I",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "14566",
"routeId": "sa_30f1aba8f35f23e798bd1a96",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "14560",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}