Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12
InChiKey
RLRSRAWJJYYOOR-UHFFFAOYSA-N
Route Signature
4f029936a85a3a52a4c6a7cd95faf2b849d3cf4c931acf5491773d0ec565d0cc
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_46f1672ede2c48045a3752f9",
"signature": "4f029936a85a3a52a4c6a7cd95faf2b849d3cf4c931acf5491773d0ec565d0cc",
"contentHash": "8b44aaa032c9a6daede75f2951911dd707eaf02e02da4ae373b5829ac11a4e5b",
"length": 5,
"isConvergent": true
},
"target": {
"id": "sa_fe9cd0871ac1676ac8976b2e",
"benchmarkSetId": "019173c85ab67300a20aafbd44174d6551ca67a41e948a511372ae5dca775a80",
"targetId": "USPTO-156/190",
"moleculeId": "sa_e830afe7f8870e45506fa71e",
"smiles": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12",
"routeLength": 5,
"isConvergent": true,
"metadata": "{\"source\":\"retro-pickle\"}",
"molecule": {
"id": "sa_e830afe7f8870e45506fa71e",
"inchikey": "RLRSRAWJJYYOOR-UHFFFAOYSA-N",
"smiles": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "19982",
"routeId": "sa_46f1672ede2c48045a3752f9",
"moleculeId": "sa_e830afe7f8870e45506fa71e",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_e830afe7f8870e45506fa71e",
"inchikey": "RLRSRAWJJYYOOR-UHFFFAOYSA-N",
"smiles": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12"
},
"smiles": "NC(=O)c1cc(-c2ccc3c(cnn3CCN3CCOCC3)c2)nc2c1[nH]c1cc(N3CCOCC3)ccc12",
"reactionStepId": "sa_edb2af5bd81d82cce8856899",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_edb2af5bd81d82cce8856899",
"reactionHash": "cac43d7cdf2e50dc8ff556c5a6a127262520f338e780fd9431682d156c29e6c3"
},
"children": [
{
"id": "19983",
"routeId": "sa_46f1672ede2c48045a3752f9",
"moleculeId": "sa_1329f951c946bf3c18f7fa36",
"parentId": "19982",
"isLeaf": false,
"molecule": {
"id": "sa_1329f951c946bf3c18f7fa36",
"inchikey": "OHJZLZBOOWFZSV-UHFFFAOYSA-N",
"smiles": "NC(=O)c1cc(Br)nc2c1[nH]c1cc(N3CCOCC3)ccc12"
},
"smiles": "NC(=O)c1cc(Br)nc2c1[nH]c1cc(N3CCOCC3)ccc12",
"reactionStepId": "sa_92e735a35106da640f582d05",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_92e735a35106da640f582d05",
"reactionHash": "834e9595b7082cac8d7d9f2a6ba8633046212b26eb37a72ab55c7b54bba43645"
},
"children": [
{
"id": "19984",
"routeId": "sa_46f1672ede2c48045a3752f9",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "19983",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19985",
"routeId": "sa_46f1672ede2c48045a3752f9",
"moleculeId": "sa_b10d351f3491143fc3dab654",
"parentId": "19983",
"isLeaf": false,
"molecule": {
"id": "sa_b10d351f3491143fc3dab654",
"inchikey": "ZDACRHBMXXUWCI-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Br)nc2c1[nH]c1cc(N3CCOCC3)ccc12"
},
"smiles": "COC(=O)c1cc(Br)nc2c1[nH]c1cc(N3CCOCC3)ccc12",
"reactionStepId": "sa_3da0b9b7444fb4685408e173",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_3da0b9b7444fb4685408e173",
"reactionHash": "7008b334d8099b0712efbadd56b453be42cec0e458ad7ac237100fbcf7a57de3"
},
"children": [
{
"id": "19986",
"routeId": "sa_46f1672ede2c48045a3752f9",
"moleculeId": "sa_e7f769df751361fce9ebc18c",
"parentId": "19985",
"isLeaf": false,
"molecule": {
"id": "sa_e7f769df751361fce9ebc18c",
"inchikey": "PXSZWCKGSGGXHQ-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Br)nc(-c2ccc(N3CCOCC3)cc2)c1N=[N+]=[N-]"
},
"smiles": "COC(=O)c1cc(Br)nc(-c2ccc(N3CCOCC3)cc2)c1N=[N+]=[N-]",
"reactionStepId": "sa_1a03bcbcd9d0db9a8606ba7f",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_1a03bcbcd9d0db9a8606ba7f",
"reactionHash": "1edae0cc49ea3b999dbe7aa5471122c0ecbaf5ddf0f06496515987349a195cbd"
},
"children": [
{
"id": "19987",
"routeId": "sa_46f1672ede2c48045a3752f9",
"moleculeId": "sa_50a8f83dd89c267fbada1205",
"parentId": "19986",
"isLeaf": true,
"molecule": {
"id": "sa_50a8f83dd89c267fbada1205",
"inchikey": "IVRMZWNICZWHMI-UHFFFAOYSA-N",
"smiles": "[N]N=[N-]"
},
"smiles": "[N-]=[N+]=[N-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19988",
"routeId": "sa_46f1672ede2c48045a3752f9",
"moleculeId": "sa_3642cd6c9ca910eb45ba8453",
"parentId": "19986",
"isLeaf": false,
"molecule": {
"id": "sa_3642cd6c9ca910eb45ba8453",
"inchikey": "SKUQXTNNEJTJQB-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Br)nc(-c2ccc(N3CCOCC3)cc2)c1N"
},
"smiles": "COC(=O)c1cc(Br)nc(-c2ccc(N3CCOCC3)cc2)c1N",
"reactionStepId": "sa_901dfd89f011655e905c1a70",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_901dfd89f011655e905c1a70",
"reactionHash": "d12c76e2c3e788e8b34cb2c095a65dd9a776978f3d4ea9a78cd592ca7cc91f25"
},
"children": [
{
"id": "19989",
"routeId": "sa_46f1672ede2c48045a3752f9",
"moleculeId": "sa_6e8f034464481c0a4e8671c3",
"parentId": "19988",
"isLeaf": true,
"molecule": {
"id": "sa_6e8f034464481c0a4e8671c3",
"inchikey": "WHDIUBHAKZDSJL-UHFFFAOYSA-N",
"smiles": "OB(O)c1ccc(N2CCOCC2)cc1"
},
"smiles": "OB(O)c1ccc(N2CCOCC2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19990",
"routeId": "sa_46f1672ede2c48045a3752f9",
"moleculeId": "sa_49e1cd83cb12af19aae41ea4",
"parentId": "19988",
"isLeaf": true,
"molecule": {
"id": "sa_49e1cd83cb12af19aae41ea4",
"inchikey": "XQIQDOXVQKDDSS-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cc(Br)nc(Br)c1N"
},
"smiles": "COC(=O)c1cc(Br)nc(Br)c1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "19991",
"routeId": "sa_46f1672ede2c48045a3752f9",
"moleculeId": "sa_3f69bdd10e9cb3495393095f",
"parentId": "19982",
"isLeaf": false,
"molecule": {
"id": "sa_3f69bdd10e9cb3495393095f",
"inchikey": "VSKMCARJMXFWKP-UHFFFAOYSA-N",
"smiles": "Brc1ccc2c(cnn2CCN2CCOCC2)c1"
},
"smiles": "Brc1ccc2c(cnn2CCN2CCOCC2)c1",
"reactionStepId": "sa_5af655d2a5f0c6feefc9cacd",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_5af655d2a5f0c6feefc9cacd",
"reactionHash": "be850720f23c357a1750302082a51943c1fd624fb3e9f78bc185946145d02f8a"
},
"children": [
{
"id": "19992",
"routeId": "sa_46f1672ede2c48045a3752f9",
"moleculeId": "sa_8fa9b9798719896559538a24",
"parentId": "19991",
"isLeaf": false,
"molecule": {
"id": "sa_8fa9b9798719896559538a24",
"inchikey": "IUVXGQLKZOKMON-UHFFFAOYSA-N",
"smiles": "ClCCn1ncc2cc(Br)ccc21"
},
"smiles": "ClCCn1ncc2cc(Br)ccc21",
"reactionStepId": "sa_276c13ce560709861b571ced",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_276c13ce560709861b571ced",
"reactionHash": "3ca1239eab465ce5a959eef7d74df93c3893ac27866c1ae696eb0484f2baa57a"
},
"children": [
{
"id": "19993",
"routeId": "sa_46f1672ede2c48045a3752f9",
"moleculeId": "sa_002151d12995d88592582dd9",
"parentId": "19992",
"isLeaf": true,
"molecule": {
"id": "sa_002151d12995d88592582dd9",
"inchikey": "IBYHHJPAARCAIE-UHFFFAOYSA-N",
"smiles": "ClCCBr"
},
"smiles": "ClCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19994",
"routeId": "sa_46f1672ede2c48045a3752f9",
"moleculeId": "sa_1db4ebabc68eb69ac3868918",
"parentId": "19992",
"isLeaf": true,
"molecule": {
"id": "sa_1db4ebabc68eb69ac3868918",
"inchikey": "STVHMYNPQCLUNJ-UHFFFAOYSA-N",
"smiles": "Brc1ccc2n[nH]cc2c1"
},
"smiles": "Brc1ccc2[nH]ncc2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "19995",
"routeId": "sa_46f1672ede2c48045a3752f9",
"moleculeId": "sa_39d71c291f7fdf13918cc969",
"parentId": "19991",
"isLeaf": true,
"molecule": {
"id": "sa_39d71c291f7fdf13918cc969",
"inchikey": "YNAVUWVOSKDBBP-UHFFFAOYSA-N",
"smiles": "C1COCCN1"
},
"smiles": "C1COCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}