Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F
InChiKey
DOIOCNOXQAJBEN-WDEREUQCSA-N
Route Signature
b1ff2e702d47a8f776257a0ec045239dfa9aa97829594d4e115142b7f3817f04
Synthesis route with 6 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_b8b5193d0540ff5cb7f3ee3a",
"signature": "b1ff2e702d47a8f776257a0ec045239dfa9aa97829594d4e115142b7f3817f04",
"contentHash": "0763bcf1f7edf337f95a9372b9edf9ed93d77474ab5a4aca4ee19086bfe4d739",
"length": 6,
"isConvergent": true
},
"target": {
"id": "sa_2c51df3010d8ea9caea8cb84",
"benchmarkSetId": "019173c85ab67300a20aafbd44174d6551ca67a41e948a511372ae5dca775a80",
"targetId": "USPTO-146/190",
"moleculeId": "sa_8261249fcc1dd09103cfbbb3",
"smiles": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F",
"routeLength": 6,
"isConvergent": true,
"metadata": "{\"source\":\"retro-pickle\"}",
"molecule": {
"id": "sa_8261249fcc1dd09103cfbbb3",
"inchikey": "DOIOCNOXQAJBEN-WDEREUQCSA-N",
"smiles": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "19822",
"routeId": "sa_b8b5193d0540ff5cb7f3ee3a",
"moleculeId": "sa_8261249fcc1dd09103cfbbb3",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8261249fcc1dd09103cfbbb3",
"inchikey": "DOIOCNOXQAJBEN-WDEREUQCSA-N",
"smiles": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F"
},
"smiles": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3nc(C(=O)O)c(C)s3)C[C@H]2OC)nc1C(F)(F)F",
"reactionStepId": "sa_2b881a6e23d094ce17bf58d9",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_2b881a6e23d094ce17bf58d9",
"reactionHash": "fe54d852b4ee5108a2b44246957164b11ec1b67484fbb35c87dd12dd0cdff582"
},
"children": [
{
"id": "19823",
"routeId": "sa_b8b5193d0540ff5cb7f3ee3a",
"moleculeId": "sa_5c7fea21aa11996f414590da",
"parentId": "19822",
"isLeaf": false,
"molecule": {
"id": "sa_5c7fea21aa11996f414590da",
"inchikey": "GHFRXKXGWIHVMG-QWHCGFSZSA-N",
"smiles": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C"
},
"smiles": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)c3nc(C(F)(F)F)c(CC)[nH]3)[C@H](OC)C2)sc1C",
"reactionStepId": "sa_bfdb8b7a91ee7b79160a333c",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_bfdb8b7a91ee7b79160a333c",
"reactionHash": "d80dcd0d40d203bc6e668af9cacdc77b2d572e930767abbb99525d8a57bcbf5f"
},
"children": [
{
"id": "19824",
"routeId": "sa_b8b5193d0540ff5cb7f3ee3a",
"moleculeId": "sa_c312f850185fbb78a79ab76d",
"parentId": "19823",
"isLeaf": false,
"molecule": {
"id": "sa_c312f850185fbb78a79ab76d",
"inchikey": "FQULIEFUMSRJHY-UHFFFAOYSA-N",
"smiles": "CCc1[nH]c(C(=O)O)nc1C(F)(F)F"
},
"smiles": "CCc1[nH]c(C(=O)O)nc1C(F)(F)F",
"reactionStepId": "sa_cabbe1b2b5262d43270b3041",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_cabbe1b2b5262d43270b3041",
"reactionHash": "7aa89158e91a8ab8ee3c5a31fcbdd64149bf3b5da232335d9eb5306560fa974b"
},
"children": [
{
"id": "19825",
"routeId": "sa_b8b5193d0540ff5cb7f3ee3a",
"moleculeId": "sa_314cf081dba91da1761e3279",
"parentId": "19824",
"isLeaf": true,
"molecule": {
"id": "sa_314cf081dba91da1761e3279",
"inchikey": "GXXLZZYHIIGRLP-UHFFFAOYSA-N",
"smiles": "[O-][Cl+][O-]"
},
"smiles": "[O-][Cl+][O-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19826",
"routeId": "sa_b8b5193d0540ff5cb7f3ee3a",
"moleculeId": "sa_1c3a8506c3910d9873cb31b5",
"parentId": "19824",
"isLeaf": false,
"molecule": {
"id": "sa_1c3a8506c3910d9873cb31b5",
"inchikey": "UBARSQNMFYJBNI-UHFFFAOYSA-N",
"smiles": "CCc1[nH]c(C=O)nc1C(F)(F)F"
},
"smiles": "CCc1[nH]c(C=O)nc1C(F)(F)F",
"reactionStepId": "sa_ba062c1a71675a167d359982",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_ba062c1a71675a167d359982",
"reactionHash": "fb96ea14ef0101b5bc0974f479bd82d5cd7ef8a2971eff5f23fed8719d51ef72"
},
"children": [
{
"id": "19827",
"routeId": "sa_b8b5193d0540ff5cb7f3ee3a",
"moleculeId": "sa_d50cbf65c8d89475af434241",
"parentId": "19826",
"isLeaf": false,
"molecule": {
"id": "sa_d50cbf65c8d89475af434241",
"inchikey": "PWHTWMRUZXOFEA-UHFFFAOYSA-N",
"smiles": "CCc1[nH]c(C(OC)OC)nc1C(F)(F)F"
},
"smiles": "CCc1[nH]c(C(OC)OC)nc1C(F)(F)F",
"reactionStepId": "sa_4221ca8db7ad9d8367f11e53",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_4221ca8db7ad9d8367f11e53",
"reactionHash": "683f894eccc577cc4cd4c38da8c73b7432ab0a09165b33cbe098e2aa6bf83c04"
},
"children": [
{
"id": "19828",
"routeId": "sa_b8b5193d0540ff5cb7f3ee3a",
"moleculeId": "sa_785faacc09c6e2aa5514d7a8",
"parentId": "19827",
"isLeaf": false,
"molecule": {
"id": "sa_785faacc09c6e2aa5514d7a8",
"inchikey": "BOUCMLJTZMSUNM-UHFFFAOYSA-N",
"smiles": "CCC1(C(=O)C(F)(F)F)SCCCS1"
},
"smiles": "CCC1(C(=O)C(F)(F)F)SCCCS1",
"reactionStepId": "sa_c930a47d018ee0b27dc0bd90",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_c930a47d018ee0b27dc0bd90",
"reactionHash": "68a11f87ffc33dd94316afaed36c74fa1c4e51d4c9097fd6a663d369ce44bbd0"
},
"children": [
{
"id": "19829",
"routeId": "sa_b8b5193d0540ff5cb7f3ee3a",
"moleculeId": "sa_6a24696f8a98110cb5cf7907",
"parentId": "19828",
"isLeaf": true,
"molecule": {
"id": "sa_6a24696f8a98110cb5cf7907",
"inchikey": "MMCSAFCIQDJGDY-UHFFFAOYSA-N",
"smiles": "CCC1SCCCS1"
},
"smiles": "CCC1SCCCS1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19830",
"routeId": "sa_b8b5193d0540ff5cb7f3ee3a",
"moleculeId": "sa_e4aeea506f0e71558e09b884",
"parentId": "19828",
"isLeaf": true,
"molecule": {
"id": "sa_e4aeea506f0e71558e09b884",
"inchikey": "STSCVKRWJPWALQ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(F)(F)F"
},
"smiles": "CCOC(=O)C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "19831",
"routeId": "sa_b8b5193d0540ff5cb7f3ee3a",
"moleculeId": "sa_a576f9b9a2caa305053d217d",
"parentId": "19827",
"isLeaf": true,
"molecule": {
"id": "sa_a576f9b9a2caa305053d217d",
"inchikey": "JRNVZBWKYDBUCA-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Cl"
},
"smiles": "O=C1CCC(=O)N1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19832",
"routeId": "sa_b8b5193d0540ff5cb7f3ee3a",
"moleculeId": "sa_2b45b9a1ec46c5cc81831fbf",
"parentId": "19827",
"isLeaf": true,
"molecule": {
"id": "sa_2b45b9a1ec46c5cc81831fbf",
"inchikey": "OGFKTAMJLKHRAZ-UHFFFAOYSA-N",
"smiles": "COC(C=O)OC"
},
"smiles": "COC(C=O)OC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19833",
"routeId": "sa_b8b5193d0540ff5cb7f3ee3a",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "19827",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "19834",
"routeId": "sa_b8b5193d0540ff5cb7f3ee3a",
"moleculeId": "sa_96786a0bfbc25b748963261d",
"parentId": "19823",
"isLeaf": false,
"molecule": {
"id": "sa_96786a0bfbc25b748963261d",
"inchikey": "UMHPXHJXOKJXED-VHSXEESVSA-N",
"smiles": "CCOC(=O)c1nc(N2CC[C@H](N)[C@H](OC)C2)sc1C"
},
"smiles": "CCOC(=O)c1nc(N2CC[C@H](N)[C@H](OC)C2)sc1C",
"reactionStepId": "sa_1021ce17d8efee61ae6af11e",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_1021ce17d8efee61ae6af11e",
"reactionHash": "b5f5a8735aa0ed25b5e207abb8769f2ad3afbed3fa1850f2a44467d7cb270054"
},
"children": [
{
"id": "19835",
"routeId": "sa_b8b5193d0540ff5cb7f3ee3a",
"moleculeId": "sa_2b364ceb0eaa64e04030b6df",
"parentId": "19834",
"isLeaf": false,
"molecule": {
"id": "sa_2b364ceb0eaa64e04030b6df",
"inchikey": "KNTUYYBSNAZZME-DLBZAZTESA-N",
"smiles": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)OCc3ccccc3)[C@H](OC)C2)sc1C"
},
"smiles": "CCOC(=O)c1nc(N2CC[C@H](NC(=O)OCc3ccccc3)[C@H](OC)C2)sc1C",
"reactionStepId": "sa_f12e5e24dc730c7e0e2c5aed",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_f12e5e24dc730c7e0e2c5aed",
"reactionHash": "870039bb9a5b1d10bb7b80c1cd1899aa0aa68c760064c351a92906901c097d91"
},
"children": [
{
"id": "19836",
"routeId": "sa_b8b5193d0540ff5cb7f3ee3a",
"moleculeId": "sa_e7682999edbc7404aff50b1b",
"parentId": "19835",
"isLeaf": true,
"molecule": {
"id": "sa_e7682999edbc7404aff50b1b",
"inchikey": "HFMXMPLPPRBBJF-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1nc(Br)sc1C"
},
"smiles": "CCOC(=O)c1nc(Br)sc1C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19837",
"routeId": "sa_b8b5193d0540ff5cb7f3ee3a",
"moleculeId": "sa_126f878ce127d32229bf99c3",
"parentId": "19835",
"isLeaf": false,
"molecule": {
"id": "sa_126f878ce127d32229bf99c3",
"inchikey": "YYMTVRJEJWZAFY-QWHCGFSZSA-N",
"smiles": "CO[C@@H]1CNCC[C@@H]1NC(=O)OCc1ccccc1"
},
"smiles": "CO[C@@H]1CNCC[C@@H]1NC(=O)OCc1ccccc1",
"reactionStepId": "sa_40baab9d933a7fbc9a136b33",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_40baab9d933a7fbc9a136b33",
"reactionHash": "7aa1649cbb1dd9285897c7565f51538cf975ab8374e2c57b810c5c4b24d95f36"
},
"children": [
{
"id": "19838",
"routeId": "sa_b8b5193d0540ff5cb7f3ee3a",
"moleculeId": "sa_04053f91e7b40c34ed548bb4",
"parentId": "19837",
"isLeaf": false,
"molecule": {
"id": "sa_04053f91e7b40c34ed548bb4",
"inchikey": "NTKUJJKIZDNGPP-JKSUJKDBSA-N",
"smiles": "CO[C@@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1NC(=O)OCc1ccccc1"
},
"smiles": "CO[C@@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1NC(=O)OCc1ccccc1",
"reactionStepId": "sa_5c045a1a48e022b967e47812",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_5c045a1a48e022b967e47812",
"reactionHash": "806e9bdaf8b63e94d40105877b113f92ba2faa14227c11d20e36908be7aab269"
},
"children": [
{
"id": "19839",
"routeId": "sa_b8b5193d0540ff5cb7f3ee3a",
"moleculeId": "sa_1514403cfb4a58c3c6f69a71",
"parentId": "19838",
"isLeaf": true,
"molecule": {
"id": "sa_1514403cfb4a58c3c6f69a71",
"inchikey": "HSDAJNMJOMSNEV-UHFFFAOYSA-N",
"smiles": "O=C(Cl)OCc1ccccc1"
},
"smiles": "O=C(Cl)OCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19840",
"routeId": "sa_b8b5193d0540ff5cb7f3ee3a",
"moleculeId": "sa_78dc688d436d71f434fcde6a",
"parentId": "19838",
"isLeaf": true,
"molecule": {
"id": "sa_78dc688d436d71f434fcde6a",
"inchikey": "QNGHCFVWYKWWMU-DTWKUNHWSA-N",
"smiles": "CO[C@@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1N"
},
"smiles": "CO[C@@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
]
}
}