Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12
InChiKey
SEXHDJZZRFHSGM-UHFFFAOYSA-N
Route Signature
878a023c0e0936130e7479e1c11dccf3243796aef39f945ada5e81c18a02e3ba
Synthesis route with 11 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_7aa7669cb4e7dfbb10707d50",
"signature": "878a023c0e0936130e7479e1c11dccf3243796aef39f945ada5e81c18a02e3ba",
"contentHash": "20a0f6c12daaed66ea318b4af47deaa41a7606d92deed5fd51393095210bd63d",
"length": 11,
"isConvergent": false
},
"target": {
"id": "sa_9f0e669252f87fc29727c1cf",
"benchmarkSetId": "019173c85ab67300a20aafbd44174d6551ca67a41e948a511372ae5dca775a80",
"targetId": "USPTO-085/190",
"moleculeId": "sa_0b3e11694937d1f6605f28d0",
"smiles": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12",
"routeLength": 11,
"isConvergent": false,
"metadata": "{\"source\":\"retro-pickle\"}",
"molecule": {
"id": "sa_0b3e11694937d1f6605f28d0",
"inchikey": "SEXHDJZZRFHSGM-UHFFFAOYSA-N",
"smiles": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "19074",
"routeId": "sa_7aa7669cb4e7dfbb10707d50",
"moleculeId": "sa_0b3e11694937d1f6605f28d0",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0b3e11694937d1f6605f28d0",
"inchikey": "SEXHDJZZRFHSGM-UHFFFAOYSA-N",
"smiles": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12"
},
"smiles": "CN(C)CC(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12",
"reactionStepId": "sa_3aea35be56772191359a9ceb",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_3aea35be56772191359a9ceb",
"reactionHash": "2c9f1b11c5984e8decffab33a94276d2bea9c8752393ea3bfb0bf773c96b0cee"
},
"children": [
{
"id": "19075",
"routeId": "sa_7aa7669cb4e7dfbb10707d50",
"moleculeId": "sa_e80b8f1058e232c6e1d13608",
"parentId": "19074",
"isLeaf": false,
"molecule": {
"id": "sa_e80b8f1058e232c6e1d13608",
"inchikey": "OOAAAFBJOGCLBN-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(COC(C=O)c2cc(Cl)cc3cn(COCC[Si](C)(C)C)nc23)(c2ccc(F)cc2)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(COC(C=O)c2cc(Cl)cc3cn(COCC[Si](C)(C)C)nc23)(c2ccc(F)cc2)CC1",
"reactionStepId": "sa_454164d9880a0d85ce0ecdb7",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_454164d9880a0d85ce0ecdb7",
"reactionHash": "8d1a4be534a0706423573d4d6192c4370e83b1c9b58475f84eaabed2f786b425"
},
"children": [
{
"id": "19076",
"routeId": "sa_7aa7669cb4e7dfbb10707d50",
"moleculeId": "sa_00f5750b31ca5e2f02725efe",
"parentId": "19075",
"isLeaf": false,
"molecule": {
"id": "sa_00f5750b31ca5e2f02725efe",
"inchikey": "OANQSYRHVYUUSY-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(COC(CO)c2cc(Cl)cc3cn(COCC[Si](C)(C)C)nc23)(c2ccc(F)cc2)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(COC(CO)c2cc(Cl)cc3cn(COCC[Si](C)(C)C)nc23)(c2ccc(F)cc2)CC1",
"reactionStepId": "sa_199e4a84cb8d6a48cc1f0f9d",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_199e4a84cb8d6a48cc1f0f9d",
"reactionHash": "2673c21a4076f4968f57f1d994b1e51687aa9fcbc2124bad7897d085895268ca"
},
"children": [
{
"id": "19077",
"routeId": "sa_7aa7669cb4e7dfbb10707d50",
"moleculeId": "sa_639f7656a317a5e1eca957c0",
"parentId": "19076",
"isLeaf": false,
"molecule": {
"id": "sa_639f7656a317a5e1eca957c0",
"inchikey": "BRUBQJJKQFJDLT-UHFFFAOYSA-N",
"smiles": "COC(=O)C(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12"
},
"smiles": "COC(=O)C(OCC1(c2ccc(F)cc2)CCN(C(=O)OC(C)(C)C)CC1)c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12",
"reactionStepId": "sa_820b7c08aab00f636b47ce6d",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_820b7c08aab00f636b47ce6d",
"reactionHash": "0712427c15e6ca10522e9cf20df9585e729c44e35c08f7a663f8cbf09a1c8d46"
},
"children": [
{
"id": "19078",
"routeId": "sa_7aa7669cb4e7dfbb10707d50",
"moleculeId": "sa_52a212910cbd5dd6a505be98",
"parentId": "19077",
"isLeaf": true,
"molecule": {
"id": "sa_52a212910cbd5dd6a505be98",
"inchikey": "SEDWQNIPLRFSND-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(CO)(c2ccc(F)cc2)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(CO)(c2ccc(F)cc2)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19079",
"routeId": "sa_7aa7669cb4e7dfbb10707d50",
"moleculeId": "sa_1dc6695fd4f9065355235513",
"parentId": "19077",
"isLeaf": false,
"molecule": {
"id": "sa_1dc6695fd4f9065355235513",
"inchikey": "VLEULHFNSDYXJW-UHFFFAOYSA-N",
"smiles": "COC(=O)C(=[N+]=[N-])c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12"
},
"smiles": "COC(=O)C(=[N+]=[N-])c1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12",
"reactionStepId": "sa_d84f9573b5c76d06b75819aa",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_d84f9573b5c76d06b75819aa",
"reactionHash": "3ceaaa98d550d1996238e5316347e16d2ee8fbec54ebccaae09d75dcf5ab5e50"
},
"children": [
{
"id": "19080",
"routeId": "sa_7aa7669cb4e7dfbb10707d50",
"moleculeId": "sa_87c07c9d7d8cc3b487353eaf",
"parentId": "19079",
"isLeaf": true,
"molecule": {
"id": "sa_87c07c9d7d8cc3b487353eaf",
"inchikey": "NTMHWRHEGDRTPD-UHFFFAOYSA-N",
"smiles": "CC(=O)Nc1ccc(S(=O)(=O)N=[N+]=[N-])cc1"
},
"smiles": "CC(=O)Nc1ccc(S(=O)(=O)N=[N+]=[N-])cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19081",
"routeId": "sa_7aa7669cb4e7dfbb10707d50",
"moleculeId": "sa_08ddcfed1bd8eda07df72455",
"parentId": "19079",
"isLeaf": false,
"molecule": {
"id": "sa_08ddcfed1bd8eda07df72455",
"inchikey": "SXYGFRIRPUAXJH-UHFFFAOYSA-N",
"smiles": "COC(=O)Cc1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12"
},
"smiles": "COC(=O)Cc1cc(Cl)cc2cn(COCC[Si](C)(C)C)nc12",
"reactionStepId": "sa_e4e4a463f9801f348067dbf2",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_e4e4a463f9801f348067dbf2",
"reactionHash": "d6efa6b00af38cd4f1e24460a6f95cb8bff48116ff37abeff7b338cb6096804b"
},
"children": [
{
"id": "19082",
"routeId": "sa_7aa7669cb4e7dfbb10707d50",
"moleculeId": "sa_b92d8fcb4d4964704aae60c1",
"parentId": "19081",
"isLeaf": false,
"molecule": {
"id": "sa_b92d8fcb4d4964704aae60c1",
"inchikey": "DFZFNRMHSPHWSY-UHFFFAOYSA-N",
"smiles": "C[Si](C)(C)CCOCn1cc2cc(Cl)cc(CC(=O)O)c2n1"
},
"smiles": "C[Si](C)(C)CCOCn1cc2cc(Cl)cc(CC(=O)O)c2n1",
"reactionStepId": "sa_87583dddacf1816602ce1acb",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_87583dddacf1816602ce1acb",
"reactionHash": "9bc8461ab2c1c636a98b565f41584be37da357488031710cf11fb07b5e9db379"
},
"children": [
{
"id": "19083",
"routeId": "sa_7aa7669cb4e7dfbb10707d50",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "19082",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19084",
"routeId": "sa_7aa7669cb4e7dfbb10707d50",
"moleculeId": "sa_89fc46643746b8820288e4b4",
"parentId": "19082",
"isLeaf": true,
"molecule": {
"id": "sa_89fc46643746b8820288e4b4",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-M",
"smiles": "[OH-]"
},
"smiles": "[OH-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19085",
"routeId": "sa_7aa7669cb4e7dfbb10707d50",
"moleculeId": "sa_e16c38882c86a279fe5d5701",
"parentId": "19082",
"isLeaf": false,
"molecule": {
"id": "sa_e16c38882c86a279fe5d5701",
"inchikey": "ZVIIXNONHAWHAA-UHFFFAOYSA-N",
"smiles": "C[Si](C)(C)CCOCn1cc2cc(Cl)cc(CC#N)c2n1"
},
"smiles": "C[Si](C)(C)CCOCn1cc2cc(Cl)cc(CC#N)c2n1",
"reactionStepId": "sa_905c18ca972a5424e64d136d",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_905c18ca972a5424e64d136d",
"reactionHash": "4ba566e4577521e3f69ceb8056116a80ca479d2bba5f4d59a1baf9b0c591c03f"
},
"children": [
{
"id": "19086",
"routeId": "sa_7aa7669cb4e7dfbb10707d50",
"moleculeId": "sa_0e0111ad553a1d2ff574c0fa",
"parentId": "19085",
"isLeaf": false,
"molecule": {
"id": "sa_0e0111ad553a1d2ff574c0fa",
"inchikey": "UJQMSEAKCSOBCO-UHFFFAOYSA-N",
"smiles": "C[Si](C)(C)CCOCn1cc2cc(Cl)cc(COS(C)(=O)=O)c2n1"
},
"smiles": "C[Si](C)(C)CCOCn1cc2cc(Cl)cc(COS(C)(=O)=O)c2n1",
"reactionStepId": "sa_1096bf89a0fd49e46dc80b3d",
"template": null,
"metadata": null,
"reactionStep": {
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"reactionHash": "cfbbe0ab27cf7d436f50d5aa8e18aef63902b8b8cb27ee420e5ba2b2e145cfb5"
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"children": [
{
"id": "19087",
"routeId": "sa_7aa7669cb4e7dfbb10707d50",
"moleculeId": "sa_7a0019a20278389c8cf6f21b",
"parentId": "19086",
"isLeaf": false,
"molecule": {
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"inchikey": "KVOXJKGNTCARFC-UHFFFAOYSA-N",
"smiles": "C[Si](C)(C)CCOCn1cc2cc(Cl)cc(CO)c2n1"
},
"smiles": "C[Si](C)(C)CCOCn1cc2cc(Cl)cc(CO)c2n1",
"reactionStepId": "sa_971682b7ae16ea28252c6554",
"template": null,
"metadata": null,
"reactionStep": {
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"reactionHash": "43c602ba9b34ea23a5c87266d66ba8077bcf8ad2c3c834ba81f3f91146bc9660"
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"children": [
{
"id": "19088",
"routeId": "sa_7aa7669cb4e7dfbb10707d50",
"moleculeId": "sa_947a408392d07438a80e7db8",
"parentId": "19087",
"isLeaf": false,
"molecule": {
"id": "sa_947a408392d07438a80e7db8",
"inchikey": "UHJLZVUUDLFYCB-UHFFFAOYSA-N",
"smiles": "C[Si](C)(C)CCOCn1cc2cc(Cl)cc(C=O)c2n1"
},
"smiles": "C[Si](C)(C)CCOCn1cc2cc(Cl)cc(C=O)c2n1",
"reactionStepId": "sa_b2c037f3547476b799ab8459",
"template": null,
"metadata": null,
"reactionStep": {
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"reactionHash": "0c5885d4327a98bcd0fc64cdf3460320dcf92f1af70353cfc4fd4601ea6b570e"
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"children": [
{
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"routeId": "sa_7aa7669cb4e7dfbb10707d50",
"moleculeId": "sa_57270a1e21fabfe8968ff93f",
"parentId": "19088",
"isLeaf": true,
"molecule": {
"id": "sa_57270a1e21fabfe8968ff93f",
"inchikey": "BPXKZEMBEZGUAH-UHFFFAOYSA-N",
"smiles": "C[Si](C)(C)CCOCCl"
},
"smiles": "C[Si](C)(C)CCOCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "19090",
"routeId": "sa_7aa7669cb4e7dfbb10707d50",
"moleculeId": "sa_e850fc3ffce4fc58cdb90288",
"parentId": "19088",
"isLeaf": true,
"molecule": {
"id": "sa_e850fc3ffce4fc58cdb90288",
"inchikey": "COBMRCLCKOANIR-UHFFFAOYSA-N",
"smiles": "O=Cc1cc(Cl)cc2cn[nH]c12"
},
"smiles": "O=Cc1cc(Cl)cc2cn[nH]c12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "19091",
"routeId": "sa_7aa7669cb4e7dfbb10707d50",
"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "19086",
"isLeaf": true,
"molecule": {
"id": "sa_d2a31ea58046b00856f61ca5",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"smiles": "CS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "19092",
"routeId": "sa_7aa7669cb4e7dfbb10707d50",
"moleculeId": "sa_8434e2e43e42cbf04a70e667",
"parentId": "19085",
"isLeaf": true,
"molecule": {
"id": "sa_8434e2e43e42cbf04a70e667",
"inchikey": "XFXPMWWXUTWYJX-UHFFFAOYSA-N",
"smiles": "[C-]#N"
},
"smiles": "[C-]#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
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]
},
{
"id": "19093",
"routeId": "sa_7aa7669cb4e7dfbb10707d50",
"moleculeId": "sa_3326263e0c6d48a5a5475aa5",
"parentId": "19081",
"isLeaf": true,
"molecule": {
"id": "sa_3326263e0c6d48a5a5475aa5",
"inchikey": "VZUNGTLZRAYYDE-UHFFFAOYSA-N",
"smiles": "CN(N=O)C(=N)N[N+](=O)[O-]"
},
"smiles": "CN(N=O)C(=N)N[N+](=O)[O-]",
"reactionStepId": null,
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"metadata": null,
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"children": []
}
]
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]
}
]
}
]
}
]
},
{
"id": "19094",
"routeId": "sa_7aa7669cb4e7dfbb10707d50",
"moleculeId": "sa_e2676e5c7c9d7a020ed1780e",
"parentId": "19074",
"isLeaf": true,
"molecule": {
"id": "sa_e2676e5c7c9d7a020ed1780e",
"inchikey": "ROSDSFDQCJNGOL-UHFFFAOYSA-N",
"smiles": "CNC"
},
"smiles": "CNC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}