Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1
InChiKey
OFZCBYXQFFZHMV-AMAPPZPBSA-N
Route Signature
8d5322297534e8ab164cdb7f811fe0b69e6f6c529d8945dc7a1572e50e32b6bf
Synthesis route with 11 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_525dda0f036dda91ede09627",
"signature": "8d5322297534e8ab164cdb7f811fe0b69e6f6c529d8945dc7a1572e50e32b6bf",
"contentHash": "3194facea3ca2beb7075a871cc7499c1252e8f240aac6d527843907cf1a602f4",
"length": 11,
"isConvergent": true
},
"target": {
"id": "sa_e68ec4ea6c1bc8b803234e7a",
"benchmarkSetId": "019173c85ab67300a20aafbd44174d6551ca67a41e948a511372ae5dca775a80",
"targetId": "USPTO-119/190",
"moleculeId": "sa_c1000a5ad6096a5d67c37428",
"smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1",
"routeLength": 11,
"isConvergent": true,
"metadata": "{\"source\":\"retro-pickle\"}",
"molecule": {
"id": "sa_c1000a5ad6096a5d67c37428",
"inchikey": "OFZCBYXQFFZHMV-AMAPPZPBSA-N",
"smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "19497",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_c1000a5ad6096a5d67c37428",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c1000a5ad6096a5d67c37428",
"inchikey": "OFZCBYXQFFZHMV-AMAPPZPBSA-N",
"smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1"
},
"smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)O)c1",
"reactionStepId": "sa_f555056b7fa2a0c8bd430ddd",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_f555056b7fa2a0c8bd430ddd",
"reactionHash": "b5adc7625c34f00fce9eec6330ad1ef6a0e6bcae6c1d86b7c9a020756761c2f8"
},
"children": [
{
"id": "19498",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_d060029ebf226e40bdceead0",
"parentId": "19497",
"isLeaf": false,
"molecule": {
"id": "sa_d060029ebf226e40bdceead0",
"inchikey": "SKAFCBXHWYFYSO-RGULYWFUSA-N",
"smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)OC)c1"
},
"smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(OCCC(C)(C)C(=O)OC)c1",
"reactionStepId": "sa_76184e647a23a3b54d84ccd6",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_76184e647a23a3b54d84ccd6",
"reactionHash": "d4fd0cf58941d35b7c019bb07bf0b3e067b85e6e91569e93ca818c764b250dd3"
},
"children": [
{
"id": "19499",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_0db0c3ca287fbca0bdb4e626",
"parentId": "19498",
"isLeaf": true,
"molecule": {
"id": "sa_0db0c3ca287fbca0bdb4e626",
"inchikey": "UNOIUIVUMLPSGG-UHFFFAOYSA-N",
"smiles": "COC(=O)C(C)(C)CCO"
},
"smiles": "COC(=O)C(C)(C)CCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19500",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_3b0f8d291865bf0825c09780",
"parentId": "19498",
"isLeaf": false,
"molecule": {
"id": "sa_3b0f8d291865bf0825c09780",
"inchikey": "YKMMTGRBWWISEG-NOCHOARKSA-N",
"smiles": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1"
},
"smiles": "COCCCc1cc(O)cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)c1",
"reactionStepId": "sa_6cfcefd2130bc045176b90d0",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_6cfcefd2130bc045176b90d0",
"reactionHash": "4e095c566e3dc63d95846739a607aac8fb89ca3fc6934b2d8a30e6985d9356b1"
},
"children": [
{
"id": "19501",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_96bb6c50702da923bf5db347",
"parentId": "19500",
"isLeaf": false,
"molecule": {
"id": "sa_96bb6c50702da923bf5db347",
"inchikey": "DSLSZIAAVAEXPF-RGULYWFUSA-N",
"smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(O[Si](C)(C)C(C)(C)C)c1"
},
"smiles": "COCCCc1cc(CN(C(=O)[C@H]2CN(C(=O)OC(C)(C)C)CC[C@@H]2c2ccc(OCCOc3c(Cl)cc(C)cc3Cl)cc2)C2CC2)cc(O[Si](C)(C)C(C)(C)C)c1",
"reactionStepId": "sa_27956057bad1c324ec903a1b",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_27956057bad1c324ec903a1b",
"reactionHash": "7f0428ec00cd64af18d43ed8b6c23641bce9b7416db4f68271cb13c9b597ed68"
},
"children": [
{
"id": "19502",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_85eb5a11551f8df002b21f1c",
"parentId": "19501",
"isLeaf": false,
"molecule": {
"id": "sa_85eb5a11551f8df002b21f1c",
"inchikey": "ABEJXIORFKFSFW-UHFFFAOYSA-N",
"smiles": "COCCCc1cc(CNC2CC2)cc(O[Si](C)(C)C(C)(C)C)c1"
},
"smiles": "COCCCc1cc(CNC2CC2)cc(O[Si](C)(C)C(C)(C)C)c1",
"reactionStepId": "sa_f1de39c88204bb41e83722e1",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_f1de39c88204bb41e83722e1",
"reactionHash": "488a4160a01f35829e47fb59abb72c25d52b84f9520cc28776c952b9924e17ff"
},
"children": [
{
"id": "19503",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_001a3442d07c1ca8abc0f8e3",
"parentId": "19502",
"isLeaf": false,
"molecule": {
"id": "sa_001a3442d07c1ca8abc0f8e3",
"inchikey": "LBOKSPQEKOIZOW-BQYQJAHWSA-N",
"smiles": "COC/C=C/c1cc(CNC2CC2)cc(O[Si](C)(C)C(C)(C)C)c1"
},
"smiles": "COC/C=C/c1cc(CNC2CC2)cc(O[Si](C)(C)C(C)(C)C)c1",
"reactionStepId": "sa_1d048231337dfcb5f7089b34",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_1d048231337dfcb5f7089b34",
"reactionHash": "66ef59ba2feec77e6fd731e0a227fb354bd8bbabb77bea92ab40851e0840fba4"
},
"children": [
{
"id": "19504",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_f7b02628c6b00fb9d50a0f6c",
"parentId": "19503",
"isLeaf": true,
"molecule": {
"id": "sa_f7b02628c6b00fb9d50a0f6c",
"inchikey": "HTJDQJBWANPRPF-UHFFFAOYSA-N",
"smiles": "NC1CC1"
},
"smiles": "NC1CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19505",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_f075937dd7ffde88c539d7c0",
"parentId": "19503",
"isLeaf": false,
"molecule": {
"id": "sa_f075937dd7ffde88c539d7c0",
"inchikey": "WZPLVNJXNFSLJG-BQYQJAHWSA-N",
"smiles": "COC/C=C/c1cc(C=O)cc(O[Si](C)(C)C(C)(C)C)c1"
},
"smiles": "COC/C=C/c1cc(C=O)cc(O[Si](C)(C)C(C)(C)C)c1",
"reactionStepId": "sa_74616b643f3e3d643580c007",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_74616b643f3e3d643580c007",
"reactionHash": "9640e50b8cff4b03843f3e59a4bef297cd287203b0111fc892db65fa77521e9b"
},
"children": [
{
"id": "19506",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_1785e67b778eb91f7e04c15a",
"parentId": "19505",
"isLeaf": true,
"molecule": {
"id": "sa_1785e67b778eb91f7e04c15a",
"inchikey": "BCNZYOJHNLTNEZ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[Si](C)(C)Cl"
},
"smiles": "CC(C)(C)[Si](C)(C)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19507",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_19dc65fe6e7755c53d701584",
"parentId": "19505",
"isLeaf": false,
"molecule": {
"id": "sa_19dc65fe6e7755c53d701584",
"inchikey": "UBMFGSPAKDXXHX-NSCUHMNNSA-N",
"smiles": "COC/C=C/c1cc(O)cc(C=O)c1"
},
"smiles": "COC/C=C/c1cc(O)cc(C=O)c1",
"reactionStepId": "sa_f071a2bea109b714ba98997c",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_f071a2bea109b714ba98997c",
"reactionHash": "0060613182618d0384b5a6eee22d210c1a8e0e4cdb5ef27c973181d5853b329c"
},
"children": [
{
"id": "19508",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_d813ed2086fb55fc7ca84c9c",
"parentId": "19507",
"isLeaf": true,
"molecule": {
"id": "sa_d813ed2086fb55fc7ca84c9c",
"inchikey": "FBAOFKFCKHJXRU-VOTSOKGWSA-N",
"smiles": "COC/C=C/B1OC(C)(C)C(C)(C)O1"
},
"smiles": "COC/C=C/B1OC(C)(C)C(C)(C)O1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19509",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_ad8a7c305edf54d012b71ffa",
"parentId": "19507",
"isLeaf": true,
"molecule": {
"id": "sa_ad8a7c305edf54d012b71ffa",
"inchikey": "XVFGERBEZKEGSS-UHFFFAOYSA-N",
"smiles": "O=Cc1cc(O)cc(Br)c1"
},
"smiles": "O=Cc1cc(O)cc(Br)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "19510",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_8a5c40a8b9740603feba3820",
"parentId": "19501",
"isLeaf": false,
"molecule": {
"id": "sa_8a5c40a8b9740603feba3820",
"inchikey": "GONLYRMGJFKCOI-UXHICEINSA-N",
"smiles": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1"
},
"smiles": "Cc1cc(Cl)c(OCCOc2ccc([C@H]3CCN(C(=O)OC(C)(C)C)C[C@@H]3C(=O)O)cc2)c(Cl)c1",
"reactionStepId": "sa_822fb7204fbd12e515377add",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_822fb7204fbd12e515377add",
"reactionHash": "fb4e9883a6c75289fed122bb6e79ec78b80dcb2e35c51cbd0163785e2ae2ec8b"
},
"children": [
{
"id": "19511",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_6c0b1443a211252c5864f096",
"parentId": "19510",
"isLeaf": false,
"molecule": {
"id": "sa_6c0b1443a211252c5864f096",
"inchikey": "CITVZDKVSLEOAE-RTWAWAEBSA-N",
"smiles": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1"
},
"smiles": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1",
"reactionStepId": "sa_8798783f91369d6187437511",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_8798783f91369d6187437511",
"reactionHash": "983761a95db901d43378474c4f22ee6d7be9d4f42c3dd1678f98f1e7f449fbc0"
},
"children": [
{
"id": "19512",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_112ed4770c178a764ddf8a86",
"parentId": "19511",
"isLeaf": false,
"molecule": {
"id": "sa_112ed4770c178a764ddf8a86",
"inchikey": "CITVZDKVSLEOAE-UHFFFAOYSA-N",
"smiles": "COC(=O)C1CN(C(=O)OC(C)(C)C)CCC1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1"
},
"smiles": "COC(=O)C1CN(C(=O)OC(C)(C)C)CCC1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1",
"reactionStepId": "sa_b351d64884f67cb7c87124f9",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_b351d64884f67cb7c87124f9",
"reactionHash": "c0946ae38d04f4f1b63971230cf83ac9cd14bb9e145b491d76679b3b57778e18"
},
"children": [
{
"id": "19513",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_195a48a74d295c7799d78995",
"parentId": "19512",
"isLeaf": false,
"molecule": {
"id": "sa_195a48a74d295c7799d78995",
"inchikey": "APYFOIIJKIAIFF-UHFFFAOYSA-N",
"smiles": "COC(=O)C1CN(C(=O)OC(C)(C)C)CCC1c1ccc(OCCO)cc1"
},
"smiles": "COC(=O)C1CN(C(=O)OC(C)(C)C)CCC1c1ccc(OCCO)cc1",
"reactionStepId": "sa_a9fc46d587c283ead56a4101",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_a9fc46d587c283ead56a4101",
"reactionHash": "79d2d3ea511b174f481ec409757e40489373bba52615d9603761af7893b78356"
},
"children": [
{
"id": "19514",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_ec806782fb5d4bbd6d85fe1d",
"parentId": "19513",
"isLeaf": false,
"molecule": {
"id": "sa_ec806782fb5d4bbd6d85fe1d",
"inchikey": "VBAXKRRTCMIGER-UHFFFAOYSA-N",
"smiles": "COC(=O)C1CN(C(=O)OC(C)(C)C)CCC1c1ccc(OCCO[Si](C)(C)C(C)(C)C)cc1"
},
"smiles": "COC(=O)C1CN(C(=O)OC(C)(C)C)CCC1c1ccc(OCCO[Si](C)(C)C(C)(C)C)cc1",
"reactionStepId": "sa_6e75f349dc3f7a54654822a8",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_6e75f349dc3f7a54654822a8",
"reactionHash": "026db54b90b89009811b8e62d4ff092ae2db154c705aabda8230962ac404cc97"
},
"children": [
{
"id": "19515",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_7125136f204f9973e48ee946",
"parentId": "19514",
"isLeaf": false,
"molecule": {
"id": "sa_7125136f204f9973e48ee946",
"inchikey": "KGUAKEPKGLCDCP-UHFFFAOYSA-N",
"smiles": "COC(=O)C1=C(c2ccc(OCCO[Si](C)(C)C(C)(C)C)cc2)CCN(C(=O)OC(C)(C)C)C1"
},
"smiles": "COC(=O)C1=C(c2ccc(OCCO[Si](C)(C)C(C)(C)C)cc2)CCN(C(=O)OC(C)(C)C)C1",
"reactionStepId": "sa_091b8b39349fcc9c056ab24a",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_091b8b39349fcc9c056ab24a",
"reactionHash": "6aa885e5a8d9851787da148c8ab60053411be98af7b9c1e2fc34af2350f07340"
},
"children": [
{
"id": "19516",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_2d90793f9d3a4210cc0d94ec",
"parentId": "19515",
"isLeaf": true,
"molecule": {
"id": "sa_2d90793f9d3a4210cc0d94ec",
"inchikey": "LQMZSVRCDYSUIJ-UHFFFAOYSA-N",
"smiles": "COC(=O)C1=C(OS(=O)(=O)C(F)(F)F)CCN(C(=O)OC(C)(C)C)C1"
},
"smiles": "COC(=O)C1=C(OS(=O)(=O)C(F)(F)F)CCN(C(=O)OC(C)(C)C)C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19517",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_39bdd1a3b14d040279b5277c",
"parentId": "19515",
"isLeaf": false,
"molecule": {
"id": "sa_39bdd1a3b14d040279b5277c",
"inchikey": "XQQJFOBOGNCTRJ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[Si](C)(C)OCCOc1ccc(Br)cc1"
},
"smiles": "CC(C)(C)[Si](C)(C)OCCOc1ccc(Br)cc1",
"reactionStepId": "sa_702c6f07115806eea82ff840",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_702c6f07115806eea82ff840",
"reactionHash": "4c8e86d2cf54c4dbd37a22d907c6946eb80ba35d6a154e4d68e0e85b3c0736bf"
},
"children": [
{
"id": "19518",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_1785e67b778eb91f7e04c15a",
"parentId": "19517",
"isLeaf": true,
"molecule": {
"id": "sa_1785e67b778eb91f7e04c15a",
"inchikey": "BCNZYOJHNLTNEZ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[Si](C)(C)Cl"
},
"smiles": "CC(C)(C)[Si](C)(C)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19519",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_2dd8b43de36acb55f56ceba4",
"parentId": "19517",
"isLeaf": true,
"molecule": {
"id": "sa_2dd8b43de36acb55f56ceba4",
"inchikey": "QYIOGYCRGNHDNK-UHFFFAOYSA-N",
"smiles": "OCCOc1ccc(Br)cc1"
},
"smiles": "OCCOc1ccc(Br)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "19520",
"routeId": "sa_525dda0f036dda91ede09627",
"moleculeId": "sa_414e49275de864ec430d9617",
"parentId": "19512",
"isLeaf": true,
"molecule": {
"id": "sa_414e49275de864ec430d9617",
"inchikey": "YXEOEPYIBGTLML-UHFFFAOYSA-N",
"smiles": "Cc1cc(Cl)c(O)c(Cl)c1"
},
"smiles": "Cc1cc(Cl)c(O)c(Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
]
}
]
}
}