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(OCC(C)(C)O)c1
InChiKey
JFNKRDNWDCOADO-AARKOHAPSA-N
Route Signature
bf3cb64285d08f38d93088afab82db5f790c5f3f999acd93931ef01a9430b861
Synthesis route with 10 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_9e143f60c396cd36e80de912",
"signature": "bf3cb64285d08f38d93088afab82db5f790c5f3f999acd93931ef01a9430b861",
"contentHash": "71a0f7da279c58fda75bef4ed11394e31714c5ee414534166920b88579d78b91",
"length": 10,
"isConvergent": true
},
"target": {
"id": "sa_f9011a2912e1c5aac11bc116",
"benchmarkSetId": "019173c85ab67300a20aafbd44174d6551ca67a41e948a511372ae5dca775a80",
"targetId": "USPTO-189/190",
"moleculeId": "sa_3f9b1c3a37d61e567da1f7b5",
"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(OCC(C)(C)O)c1",
"routeLength": 10,
"isConvergent": true,
"metadata": "{\"source\":\"retro-pickle\"}",
"molecule": {
"id": "sa_3f9b1c3a37d61e567da1f7b5",
"inchikey": "JFNKRDNWDCOADO-AARKOHAPSA-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(OCC(C)(C)O)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "20388",
"routeId": "sa_9e143f60c396cd36e80de912",
"moleculeId": "sa_3f9b1c3a37d61e567da1f7b5",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_3f9b1c3a37d61e567da1f7b5",
"inchikey": "JFNKRDNWDCOADO-AARKOHAPSA-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(OCC(C)(C)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(OCC(C)(C)O)c1",
"reactionStepId": "sa_d151975d229f27dc62ab4d59",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_d151975d229f27dc62ab4d59",
"reactionHash": "6a52ecba87b34cb8f864be3f0a010389577e80538b168d03c34fd5f3e03b6f46"
},
"children": [
{
"id": "20389",
"routeId": "sa_9e143f60c396cd36e80de912",
"moleculeId": "sa_88d0e64f760329d74142aa1b",
"parentId": "20388",
"isLeaf": true,
"molecule": {
"id": "sa_88d0e64f760329d74142aa1b",
"inchikey": "GELKGHVAFRCJNA-UHFFFAOYSA-N",
"smiles": "CC1(C)CO1"
},
"smiles": "CC1(C)CO1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "20390",
"routeId": "sa_9e143f60c396cd36e80de912",
"moleculeId": "sa_3b0f8d291865bf0825c09780",
"parentId": "20388",
"isLeaf": false,
"molecule": {
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"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": [
{
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"moleculeId": "sa_96bb6c50702da923bf5db347",
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"isLeaf": false,
"molecule": {
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"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": {
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"reactionHash": "7f0428ec00cd64af18d43ed8b6c23641bce9b7416db4f68271cb13c9b597ed68"
},
"children": [
{
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"isLeaf": false,
"molecule": {
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"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"
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"children": [
{
"id": "20393",
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"moleculeId": "sa_001a3442d07c1ca8abc0f8e3",
"parentId": "20392",
"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": {
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"reactionHash": "66ef59ba2feec77e6fd731e0a227fb354bd8bbabb77bea92ab40851e0840fba4"
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"children": [
{
"id": "20394",
"routeId": "sa_9e143f60c396cd36e80de912",
"moleculeId": "sa_f7b02628c6b00fb9d50a0f6c",
"parentId": "20393",
"isLeaf": true,
"molecule": {
"id": "sa_f7b02628c6b00fb9d50a0f6c",
"inchikey": "HTJDQJBWANPRPF-UHFFFAOYSA-N",
"smiles": "NC1CC1"
},
"smiles": "NC1CC1",
"reactionStepId": null,
"template": null,
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"children": []
},
{
"id": "20395",
"routeId": "sa_9e143f60c396cd36e80de912",
"moleculeId": "sa_f075937dd7ffde88c539d7c0",
"parentId": "20393",
"isLeaf": false,
"molecule": {
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"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": {
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"reactionHash": "9640e50b8cff4b03843f3e59a4bef297cd287203b0111fc892db65fa77521e9b"
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"children": [
{
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"moleculeId": "sa_1785e67b778eb91f7e04c15a",
"parentId": "20395",
"isLeaf": true,
"molecule": {
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"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,
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"children": []
},
{
"id": "20397",
"routeId": "sa_9e143f60c396cd36e80de912",
"moleculeId": "sa_19dc65fe6e7755c53d701584",
"parentId": "20395",
"isLeaf": false,
"molecule": {
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"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,
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"reactionStep": {
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"children": [
{
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"parentId": "20397",
"isLeaf": true,
"molecule": {
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"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,
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{
"id": "20399",
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"molecule": {
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"inchikey": "XVFGERBEZKEGSS-UHFFFAOYSA-N",
"smiles": "O=Cc1cc(O)cc(Br)c1"
},
"smiles": "O=Cc1cc(O)cc(Br)c1",
"reactionStepId": null,
"template": null,
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]
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]
}
]
},
{
"id": "20400",
"routeId": "sa_9e143f60c396cd36e80de912",
"moleculeId": "sa_8a5c40a8b9740603feba3820",
"parentId": "20391",
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"molecule": {
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"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",
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"children": [
{
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"molecule": {
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"smiles": "COC(=O)[C@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1",
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"smiles": "COC(=O)C1CN(C(=O)OC(C)(C)C)CCC1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1"
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"smiles": "COC(=O)C1CN(C(=O)OC(C)(C)C)CCC1c1ccc(OCCOc2c(Cl)cc(C)cc2Cl)cc1",
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"smiles": "COC(=O)C1CN(C(=O)OC(C)(C)C)CCC1c1ccc(OCCO[Si](C)(C)C(C)(C)C)cc1",
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{
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"smiles": "CC(C)(C)[Si](C)(C)Cl"
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"smiles": "CC(C)(C)[Si](C)(C)Cl",
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{
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"smiles": "OCCOc1ccc(Br)cc1"
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"smiles": "OCCOc1ccc(Br)cc1",
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]
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]
}
]
},
{
"id": "20410",
"routeId": "sa_9e143f60c396cd36e80de912",
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"parentId": "20402",
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"molecule": {
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"inchikey": "YXEOEPYIBGTLML-UHFFFAOYSA-N",
"smiles": "Cc1cc(Cl)c(O)c(Cl)c1"
},
"smiles": "Cc1cc(Cl)c(O)c(Cl)c1",
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]
}
]
}
]
}
]
}
]
}
}