Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1
InChiKey
KFYCGNIRGRTNNO-UHFFFAOYSA-N
Route Signature
085b12781271315a1dba808b02151004cf4c06c6dca78f1fe7beb8e2678e46b3
Synthesis route with 12 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_cea1a5460f0cf5300777ec47",
"signature": "085b12781271315a1dba808b02151004cf4c06c6dca78f1fe7beb8e2678e46b3",
"contentHash": "2621da2230d93493c73dded66ca0683132a103f9d4f88d6a902ffbe77f5889d0",
"length": 12,
"isConvergent": false
},
"target": {
"id": "sa_000a15767d5492efbd5def6e",
"benchmarkSetId": "019173c85ab67300a20aafbd44174d6551ca67a41e948a511372ae5dca775a80",
"targetId": "USPTO-097/190",
"moleculeId": "sa_2382bf64f7dcd945d29a7aac",
"smiles": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1",
"routeLength": 12,
"isConvergent": false,
"metadata": "{\"source\":\"retro-pickle\"}",
"molecule": {
"id": "sa_2382bf64f7dcd945d29a7aac",
"inchikey": "KFYCGNIRGRTNNO-UHFFFAOYSA-N",
"smiles": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "19243",
"routeId": "sa_cea1a5460f0cf5300777ec47",
"moleculeId": "sa_2382bf64f7dcd945d29a7aac",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_2382bf64f7dcd945d29a7aac",
"inchikey": "KFYCGNIRGRTNNO-UHFFFAOYSA-N",
"smiles": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1"
},
"smiles": "COC(=O)C(C)(C)CC(CCCCO)CCCc1cccnc1",
"reactionStepId": "sa_285c2130cb12bd04bf13939d",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_285c2130cb12bd04bf13939d",
"reactionHash": "f71502babb7d1b46e1f6ab088677e7b27e0fdb6c6244bc2948d2759856dde2a6"
},
"children": [
{
"id": "19244",
"routeId": "sa_cea1a5460f0cf5300777ec47",
"moleculeId": "sa_b17f75edf62b8b31290c4f6a",
"parentId": "19243",
"isLeaf": false,
"molecule": {
"id": "sa_b17f75edf62b8b31290c4f6a",
"inchikey": "MWFQTZDHOBMMPG-UHFFFAOYSA-N",
"smiles": "COC(=O)C(C)(C)CC(CCCCO[Si](C)(C)C(C)(C)C)CCCc1cccnc1"
},
"smiles": "COC(=O)C(C)(C)CC(CCCCO[Si](C)(C)C(C)(C)C)CCCc1cccnc1",
"reactionStepId": "sa_ea103a63e5e26948bd779005",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_ea103a63e5e26948bd779005",
"reactionHash": "d408cc36dfb15b516475e5ebf5ebf3c51b88dc70446213b9e1b96b062efdf6f8"
},
"children": [
{
"id": "19245",
"routeId": "sa_cea1a5460f0cf5300777ec47",
"moleculeId": "sa_303cc94f7e8a0f04d492bebb",
"parentId": "19244",
"isLeaf": false,
"molecule": {
"id": "sa_303cc94f7e8a0f04d492bebb",
"inchikey": "KHYZYMQQNMQMLI-UHFFFAOYSA-N",
"smiles": "COC(=O)C(C)(C)CC(CC=Cc1cccnc1)CCCCO[Si](C)(C)C(C)(C)C"
},
"smiles": "COC(=O)C(C)(C)CC(CC=Cc1cccnc1)CCCCO[Si](C)(C)C(C)(C)C",
"reactionStepId": "sa_e1fd67507eb33cc51d335cf5",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_e1fd67507eb33cc51d335cf5",
"reactionHash": "bf2baf54d83a09abc981cea8d94d3da6e591ec4647793e0e491b7a4fc64ea44a"
},
"children": [
{
"id": "19246",
"routeId": "sa_cea1a5460f0cf5300777ec47",
"moleculeId": "sa_1346c627e17e3659db2ed2c2",
"parentId": "19245",
"isLeaf": true,
"molecule": {
"id": "sa_1346c627e17e3659db2ed2c2",
"inchikey": "MUFCGZPTLGJYSL-UHFFFAOYSA-N",
"smiles": "c1ccc([P+](Cc2cccnc2)(c2ccccc2)c2ccccc2)cc1"
},
"smiles": "c1ccc([P+](Cc2cccnc2)(c2ccccc2)c2ccccc2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19247",
"routeId": "sa_cea1a5460f0cf5300777ec47",
"moleculeId": "sa_c0c2c42d62b4a6c8ac71e5c8",
"parentId": "19245",
"isLeaf": false,
"molecule": {
"id": "sa_c0c2c42d62b4a6c8ac71e5c8",
"inchikey": "UYBNHSRYLDBQIQ-UHFFFAOYSA-N",
"smiles": "COC(=O)C(C)(C)CC(CC=O)CCCCO[Si](C)(C)C(C)(C)C"
},
"smiles": "COC(=O)C(C)(C)CC(CC=O)CCCCO[Si](C)(C)C(C)(C)C",
"reactionStepId": "sa_f2a7fce88b8dc4ef52c17ea5",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_f2a7fce88b8dc4ef52c17ea5",
"reactionHash": "e645dfc614cad7931788a0f0a77a096ff07098637b9bbbc07f04e288b333ce39"
},
"children": [
{
"id": "19248",
"routeId": "sa_cea1a5460f0cf5300777ec47",
"moleculeId": "sa_fbf18d05262c374cf0dcc734",
"parentId": "19247",
"isLeaf": false,
"molecule": {
"id": "sa_fbf18d05262c374cf0dcc734",
"inchikey": "OWWULHWEGWYIDL-UHFFFAOYSA-N",
"smiles": "COC(=O)C(C)(C)CC(CCO)CCCCO[Si](C)(C)C(C)(C)C"
},
"smiles": "COC(=O)C(C)(C)CC(CCO)CCCCO[Si](C)(C)C(C)(C)C",
"reactionStepId": "sa_aedfb820779751f7b078f0aa",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_aedfb820779751f7b078f0aa",
"reactionHash": "9c29c96b8960e2743adbf8bbd8c67056c50f47510ca471619d9280945e1622a2"
},
"children": [
{
"id": "19249",
"routeId": "sa_cea1a5460f0cf5300777ec47",
"moleculeId": "sa_57404294c1a3c5cb7e5b2e33",
"parentId": "19248",
"isLeaf": false,
"molecule": {
"id": "sa_57404294c1a3c5cb7e5b2e33",
"inchikey": "HASXEACVHRPOHP-UHFFFAOYSA-N",
"smiles": "CC1(C)CC(CCCCO[Si](C)(C)C(C)(C)C)CCOC1=O"
},
"smiles": "CC1(C)CC(CCCCO[Si](C)(C)C(C)(C)C)CCOC1=O",
"reactionStepId": "sa_64d63885e18c8cc308617388",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_64d63885e18c8cc308617388",
"reactionHash": "dec1f1b65f434b58d6aea77a8344350e7060e0a8e26b3d0f78faf78cea1af3c3"
},
"children": [
{
"id": "19250",
"routeId": "sa_cea1a5460f0cf5300777ec47",
"moleculeId": "sa_74bb015568a6da9d838bb8cb",
"parentId": "19249",
"isLeaf": false,
"molecule": {
"id": "sa_74bb015568a6da9d838bb8cb",
"inchikey": "PHJHCOJHLJEYAY-UHFFFAOYSA-N",
"smiles": "CC1CC(CCCCO[Si](C)(C)C(C)(C)C)CCOC1=O"
},
"smiles": "CC1CC(CCCCO[Si](C)(C)C(C)(C)C)CCOC1=O",
"reactionStepId": "sa_b8f025410dce656177faf2bc",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_b8f025410dce656177faf2bc",
"reactionHash": "c693e14ef1a7bbc4f3ddd565134800bdc8eb0635e26830289e56af67c558cc77"
},
"children": [
{
"id": "19251",
"routeId": "sa_cea1a5460f0cf5300777ec47",
"moleculeId": "sa_b6e3225879c28261221bcd4b",
"parentId": "19250",
"isLeaf": false,
"molecule": {
"id": "sa_b6e3225879c28261221bcd4b",
"inchikey": "LIUUFBCNNNWHLX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[Si](C)(C)OCCCCC1CCOC(=O)CC1"
},
"smiles": "CC(C)(C)[Si](C)(C)OCCCCC1CCOC(=O)CC1",
"reactionStepId": "sa_4b380cd0289e52d9461c2f77",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_4b380cd0289e52d9461c2f77",
"reactionHash": "325d1bc91308632c0a48d11ed7043edb4fc66556bee54b42df760a7604633e3d"
},
"children": [
{
"id": "19252",
"routeId": "sa_cea1a5460f0cf5300777ec47",
"moleculeId": "sa_1785e67b778eb91f7e04c15a",
"parentId": "19251",
"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": "19253",
"routeId": "sa_cea1a5460f0cf5300777ec47",
"moleculeId": "sa_2d2fe71cd7e6d9b76af2fdc4",
"parentId": "19251",
"isLeaf": false,
"molecule": {
"id": "sa_2d2fe71cd7e6d9b76af2fdc4",
"inchikey": "BFOVQRMJPLPELD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(CCCCO)CCO1"
},
"smiles": "O=C1CCC(CCCCO)CCO1",
"reactionStepId": "sa_038162983c8010c2443e427a",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_038162983c8010c2443e427a",
"reactionHash": "b07682f33d8043946a05a2308ca1237afd821ff31e63f3d2d4051728f76a3497"
},
"children": [
{
"id": "19254",
"routeId": "sa_cea1a5460f0cf5300777ec47",
"moleculeId": "sa_292aab804b3670e84ce954f3",
"parentId": "19253",
"isLeaf": true,
"molecule": {
"id": "sa_292aab804b3670e84ce954f3",
"inchikey": "NHQDETIJWKXCTC-UHFFFAOYSA-N",
"smiles": "O=C(OO)c1cccc(Cl)c1"
},
"smiles": "O=C(OO)c1cccc(Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19255",
"routeId": "sa_cea1a5460f0cf5300777ec47",
"moleculeId": "sa_629fd1a93184f0ba2ba156d9",
"parentId": "19253",
"isLeaf": false,
"molecule": {
"id": "sa_629fd1a93184f0ba2ba156d9",
"inchikey": "WNDVFBMVRXXGMI-UHFFFAOYSA-N",
"smiles": "O=C1CCC(CCCCO)CC1"
},
"smiles": "O=C1CCC(CCCCO)CC1",
"reactionStepId": "sa_46e06d2a14cdb3b9004c76bd",
"template": null,
"metadata": null,
"reactionStep": {
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"reactionHash": "12f98262a37db18f337219818ac819768975c48932464b00c634f8c94b1b371a"
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"children": [
{
"id": "19256",
"routeId": "sa_cea1a5460f0cf5300777ec47",
"moleculeId": "sa_8a8c6b118f5d80f06abbd10e",
"parentId": "19255",
"isLeaf": false,
"molecule": {
"id": "sa_8a8c6b118f5d80f06abbd10e",
"inchikey": "OXJSLIUWIAEXNH-UHFFFAOYSA-N",
"smiles": "O=C1CC=C(CCCCO)CC1"
},
"smiles": "O=C1CC=C(CCCCO)CC1",
"reactionStepId": "sa_80fd72e23db836fc9a41e055",
"template": null,
"metadata": null,
"reactionStep": {
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"reactionHash": "25c3230db63dd9a90d821a0b3c6353e97953113c0e739b30114eb6383366fac1"
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"children": [
{
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"routeId": "sa_cea1a5460f0cf5300777ec47",
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"isLeaf": false,
"molecule": {
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"inchikey": "ABTCFGSVOPYVDZ-UHFFFAOYSA-N",
"smiles": "COC1=CCC(CCCCO)=CC1"
},
"smiles": "COC1=CCC(CCCCO)=CC1",
"reactionStepId": "sa_3b52e3319a6e08368eb4a6a3",
"template": null,
"metadata": null,
"reactionStep": {
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"reactionHash": "737cdcfc263bb2cde39e5cc56474338b499d49255be66608291b0b1c4e37f4be"
},
"children": [
{
"id": "19258",
"routeId": "sa_cea1a5460f0cf5300777ec47",
"moleculeId": "sa_cca00863b7ea9d184d2cbbbf",
"parentId": "19257",
"isLeaf": true,
"molecule": {
"id": "sa_cca00863b7ea9d184d2cbbbf",
"inchikey": "ONIBHZIXCLTLNO-UHFFFAOYSA-N",
"smiles": "COc1ccc(CCCCO)cc1"
},
"smiles": "COc1ccc(CCCCO)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
},
{
"id": "19259",
"routeId": "sa_cea1a5460f0cf5300777ec47",
"moleculeId": "sa_2c1718fa11b19b8921072429",
"parentId": "19250",
"isLeaf": true,
"molecule": {
"id": "sa_2c1718fa11b19b8921072429",
"inchikey": "UAOMVDZJSHZZME-UHFFFAOYSA-N",
"smiles": "CC(C)NC(C)C"
},
"smiles": "CC(C)NC(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "19260",
"routeId": "sa_cea1a5460f0cf5300777ec47",
"moleculeId": "sa_2c1718fa11b19b8921072429",
"parentId": "19249",
"isLeaf": true,
"molecule": {
"id": "sa_2c1718fa11b19b8921072429",
"inchikey": "UAOMVDZJSHZZME-UHFFFAOYSA-N",
"smiles": "CC(C)NC(C)C"
},
"smiles": "CC(C)NC(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "19261",
"routeId": "sa_cea1a5460f0cf5300777ec47",
"moleculeId": "sa_6c5ced1b6f7e98456577de05",
"parentId": "19248",
"isLeaf": true,
"molecule": {
"id": "sa_6c5ced1b6f7e98456577de05",
"inchikey": "NBTOZLQBSIZIKS-UHFFFAOYSA-N",
"smiles": "C[O-]"
},
"smiles": "C[O-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19262",
"routeId": "sa_cea1a5460f0cf5300777ec47",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "19248",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
}