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(OCc2ccc(C#N)cc2)c1
InChiKey
HULRHYPYKPCFMD-HLFYWILQSA-N
Route Signature
899d5624df822653f16f245d44ff80b33fad570663514b2498dce9d83029c8d3
Synthesis route with 10 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_d638b59002528cb7fde45db7",
"signature": "899d5624df822653f16f245d44ff80b33fad570663514b2498dce9d83029c8d3",
"contentHash": "f8a662c95b7c4fc96c3faa53dd1f65a4ee0950e2c3c9856bd9d8d7c6715adc09",
"length": 10,
"isConvergent": true
},
"target": {
"id": "sa_c20b3d0f6be8c2ac0bbcf5fd",
"benchmarkSetId": "019173c85ab67300a20aafbd44174d6551ca67a41e948a511372ae5dca775a80",
"targetId": "USPTO-007/190",
"moleculeId": "sa_a694e89847e4cf52824455e3",
"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(OCc2ccc(C#N)cc2)c1",
"routeLength": 10,
"isConvergent": true,
"metadata": "{\"source\":\"retro-pickle\"}",
"molecule": {
"id": "sa_a694e89847e4cf52824455e3",
"inchikey": "HULRHYPYKPCFMD-HLFYWILQSA-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(OCc2ccc(C#N)cc2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "18146",
"routeId": "sa_d638b59002528cb7fde45db7",
"moleculeId": "sa_a694e89847e4cf52824455e3",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_a694e89847e4cf52824455e3",
"inchikey": "HULRHYPYKPCFMD-HLFYWILQSA-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(OCc2ccc(C#N)cc2)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(OCc2ccc(C#N)cc2)c1",
"reactionStepId": "sa_a00257746b8150b5c05a6935",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_a00257746b8150b5c05a6935",
"reactionHash": "15183f602291b3f4c3d73af80e7e7a9111381da4e078b2d58a64fdc4e52e851a"
},
"children": [
{
"id": "18147",
"routeId": "sa_d638b59002528cb7fde45db7",
"moleculeId": "sa_8d484ca379e096f58cfb5116",
"parentId": "18146",
"isLeaf": true,
"molecule": {
"id": "sa_8d484ca379e096f58cfb5116",
"inchikey": "KGLCJUZLNDBRMF-UHFFFAOYSA-N",
"smiles": "Cc1cc(CBr)ccc1C#N"
},
"smiles": "Cc1cc(CBr)ccc1C#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "18148",
"routeId": "sa_d638b59002528cb7fde45db7",
"moleculeId": "sa_3b0f8d291865bf0825c09780",
"parentId": "18146",
"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": "18149",
"routeId": "sa_d638b59002528cb7fde45db7",
"moleculeId": "sa_96bb6c50702da923bf5db347",
"parentId": "18148",
"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": {
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"reactionHash": "7f0428ec00cd64af18d43ed8b6c23641bce9b7416db4f68271cb13c9b597ed68"
},
"children": [
{
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"routeId": "sa_d638b59002528cb7fde45db7",
"moleculeId": "sa_85eb5a11551f8df002b21f1c",
"parentId": "18149",
"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": "18151",
"routeId": "sa_d638b59002528cb7fde45db7",
"moleculeId": "sa_001a3442d07c1ca8abc0f8e3",
"parentId": "18150",
"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": "18152",
"routeId": "sa_d638b59002528cb7fde45db7",
"moleculeId": "sa_f7b02628c6b00fb9d50a0f6c",
"parentId": "18151",
"isLeaf": true,
"molecule": {
"id": "sa_f7b02628c6b00fb9d50a0f6c",
"inchikey": "HTJDQJBWANPRPF-UHFFFAOYSA-N",
"smiles": "NC1CC1"
},
"smiles": "NC1CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "18153",
"routeId": "sa_d638b59002528cb7fde45db7",
"moleculeId": "sa_f075937dd7ffde88c539d7c0",
"parentId": "18151",
"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": {
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"reactionHash": "9640e50b8cff4b03843f3e59a4bef297cd287203b0111fc892db65fa77521e9b"
},
"children": [
{
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"moleculeId": "sa_1785e67b778eb91f7e04c15a",
"parentId": "18153",
"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": "18155",
"routeId": "sa_d638b59002528cb7fde45db7",
"moleculeId": "sa_19dc65fe6e7755c53d701584",
"parentId": "18153",
"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,
"metadata": null,
"reactionStep": {
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"reactionHash": "0060613182618d0384b5a6eee22d210c1a8e0e4cdb5ef27c973181d5853b329c"
},
"children": [
{
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"routeId": "sa_d638b59002528cb7fde45db7",
"moleculeId": "sa_d813ed2086fb55fc7ca84c9c",
"parentId": "18155",
"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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"metadata": null,
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},
{
"id": "18157",
"routeId": "sa_d638b59002528cb7fde45db7",
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"isLeaf": true,
"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,
"metadata": null,
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}
]
}
]
}
]
}
]
},
{
"id": "18158",
"routeId": "sa_d638b59002528cb7fde45db7",
"moleculeId": "sa_8a5c40a8b9740603feba3820",
"parentId": "18149",
"isLeaf": false,
"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"
},
"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",
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"children": [
{
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"molecule": {
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"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",
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"children": [
{
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"smiles": "COC(=O)C1CN(C(=O)OC(C)(C)C)CCC1c1ccc(OCCO)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",
"reactionStepId": "sa_6e75f349dc3f7a54654822a8",
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{
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{
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"smiles": "CC(C)(C)[Si](C)(C)OCCOc1ccc(Br)cc1",
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"smiles": "CC(C)(C)[Si](C)(C)Cl"
},
"smiles": "CC(C)(C)[Si](C)(C)Cl",
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{
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"smiles": "OCCOc1ccc(Br)cc1"
},
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}
]
}
]
}
]
}
]
},
{
"id": "18168",
"routeId": "sa_d638b59002528cb7fde45db7",
"moleculeId": "sa_414e49275de864ec430d9617",
"parentId": "18160",
"isLeaf": true,
"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",
"reactionStepId": null,
"template": null,
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