Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F
InChiKey
XFMSALJIISGRBZ-ZWKOTPCHSA-N
Route Signature
c8cf38174613c5ce6ded89cd8f1b31e8baf72272a541e1623f86400bc8dcbaf6
Synthesis route with 7 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_275061fce4783b573d9e38f6",
"signature": "c8cf38174613c5ce6ded89cd8f1b31e8baf72272a541e1623f86400bc8dcbaf6",
"contentHash": "59600167b1806bf959b51acacd3f515a728c5883a1cf38af768460d5c9407339",
"length": 7,
"isConvergent": true
},
"target": {
"id": "sa_6642d3de25010c4be9b75407",
"benchmarkSetId": "019173c85ab67300a20aafbd44174d6551ca67a41e948a511372ae5dca775a80",
"targetId": "USPTO-162/190",
"moleculeId": "sa_c8ca6bc687b120b5bf7efac6",
"smiles": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F",
"routeLength": 7,
"isConvergent": true,
"metadata": "{\"source\":\"retro-pickle\"}",
"molecule": {
"id": "sa_c8ca6bc687b120b5bf7efac6",
"inchikey": "XFMSALJIISGRBZ-ZWKOTPCHSA-N",
"smiles": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "20093",
"routeId": "sa_275061fce4783b573d9e38f6",
"moleculeId": "sa_c8ca6bc687b120b5bf7efac6",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c8ca6bc687b120b5bf7efac6",
"inchikey": "XFMSALJIISGRBZ-ZWKOTPCHSA-N",
"smiles": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F"
},
"smiles": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)OC(C)(C)C)c3)C[C@H]2OC)nc1C(F)(F)F",
"reactionStepId": "sa_dab5e31b4fab809ffd580dfc",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_dab5e31b4fab809ffd580dfc",
"reactionHash": "afc1c363fb767344522e350cd8b334da37b2e2b36fe08a036fab017c764191ec"
},
"children": [
{
"id": "20094",
"routeId": "sa_275061fce4783b573d9e38f6",
"moleculeId": "sa_c312f850185fbb78a79ab76d",
"parentId": "20093",
"isLeaf": false,
"molecule": {
"id": "sa_c312f850185fbb78a79ab76d",
"inchikey": "FQULIEFUMSRJHY-UHFFFAOYSA-N",
"smiles": "CCc1[nH]c(C(=O)O)nc1C(F)(F)F"
},
"smiles": "CCc1[nH]c(C(=O)O)nc1C(F)(F)F",
"reactionStepId": "sa_cabbe1b2b5262d43270b3041",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_cabbe1b2b5262d43270b3041",
"reactionHash": "7aa89158e91a8ab8ee3c5a31fcbdd64149bf3b5da232335d9eb5306560fa974b"
},
"children": [
{
"id": "20095",
"routeId": "sa_275061fce4783b573d9e38f6",
"moleculeId": "sa_314cf081dba91da1761e3279",
"parentId": "20094",
"isLeaf": true,
"molecule": {
"id": "sa_314cf081dba91da1761e3279",
"inchikey": "GXXLZZYHIIGRLP-UHFFFAOYSA-N",
"smiles": "[O-][Cl+][O-]"
},
"smiles": "[O-][Cl+][O-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "20096",
"routeId": "sa_275061fce4783b573d9e38f6",
"moleculeId": "sa_1c3a8506c3910d9873cb31b5",
"parentId": "20094",
"isLeaf": false,
"molecule": {
"id": "sa_1c3a8506c3910d9873cb31b5",
"inchikey": "UBARSQNMFYJBNI-UHFFFAOYSA-N",
"smiles": "CCc1[nH]c(C=O)nc1C(F)(F)F"
},
"smiles": "CCc1[nH]c(C=O)nc1C(F)(F)F",
"reactionStepId": "sa_ba062c1a71675a167d359982",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_ba062c1a71675a167d359982",
"reactionHash": "fb96ea14ef0101b5bc0974f479bd82d5cd7ef8a2971eff5f23fed8719d51ef72"
},
"children": [
{
"id": "20097",
"routeId": "sa_275061fce4783b573d9e38f6",
"moleculeId": "sa_d50cbf65c8d89475af434241",
"parentId": "20096",
"isLeaf": false,
"molecule": {
"id": "sa_d50cbf65c8d89475af434241",
"inchikey": "PWHTWMRUZXOFEA-UHFFFAOYSA-N",
"smiles": "CCc1[nH]c(C(OC)OC)nc1C(F)(F)F"
},
"smiles": "CCc1[nH]c(C(OC)OC)nc1C(F)(F)F",
"reactionStepId": "sa_4221ca8db7ad9d8367f11e53",
"template": null,
"metadata": null,
"reactionStep": {
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"reactionHash": "683f894eccc577cc4cd4c38da8c73b7432ab0a09165b33cbe098e2aa6bf83c04"
},
"children": [
{
"id": "20098",
"routeId": "sa_275061fce4783b573d9e38f6",
"moleculeId": "sa_785faacc09c6e2aa5514d7a8",
"parentId": "20097",
"isLeaf": false,
"molecule": {
"id": "sa_785faacc09c6e2aa5514d7a8",
"inchikey": "BOUCMLJTZMSUNM-UHFFFAOYSA-N",
"smiles": "CCC1(C(=O)C(F)(F)F)SCCCS1"
},
"smiles": "CCC1(C(=O)C(F)(F)F)SCCCS1",
"reactionStepId": "sa_c930a47d018ee0b27dc0bd90",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_c930a47d018ee0b27dc0bd90",
"reactionHash": "68a11f87ffc33dd94316afaed36c74fa1c4e51d4c9097fd6a663d369ce44bbd0"
},
"children": [
{
"id": "20099",
"routeId": "sa_275061fce4783b573d9e38f6",
"moleculeId": "sa_6a24696f8a98110cb5cf7907",
"parentId": "20098",
"isLeaf": true,
"molecule": {
"id": "sa_6a24696f8a98110cb5cf7907",
"inchikey": "MMCSAFCIQDJGDY-UHFFFAOYSA-N",
"smiles": "CCC1SCCCS1"
},
"smiles": "CCC1SCCCS1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "20100",
"routeId": "sa_275061fce4783b573d9e38f6",
"moleculeId": "sa_e4aeea506f0e71558e09b884",
"parentId": "20098",
"isLeaf": true,
"molecule": {
"id": "sa_e4aeea506f0e71558e09b884",
"inchikey": "STSCVKRWJPWALQ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(F)(F)F"
},
"smiles": "CCOC(=O)C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "20101",
"routeId": "sa_275061fce4783b573d9e38f6",
"moleculeId": "sa_a576f9b9a2caa305053d217d",
"parentId": "20097",
"isLeaf": true,
"molecule": {
"id": "sa_a576f9b9a2caa305053d217d",
"inchikey": "JRNVZBWKYDBUCA-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Cl"
},
"smiles": "O=C1CCC(=O)N1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "20102",
"routeId": "sa_275061fce4783b573d9e38f6",
"moleculeId": "sa_2b45b9a1ec46c5cc81831fbf",
"parentId": "20097",
"isLeaf": true,
"molecule": {
"id": "sa_2b45b9a1ec46c5cc81831fbf",
"inchikey": "OGFKTAMJLKHRAZ-UHFFFAOYSA-N",
"smiles": "COC(C=O)OC"
},
"smiles": "COC(C=O)OC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "20103",
"routeId": "sa_275061fce4783b573d9e38f6",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "20097",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "20104",
"routeId": "sa_275061fce4783b573d9e38f6",
"moleculeId": "sa_ec88b8326316b40e21f1a687",
"parentId": "20093",
"isLeaf": false,
"molecule": {
"id": "sa_ec88b8326316b40e21f1a687",
"inchikey": "KCOUXUVATRKLAE-LSDHHAIUSA-N",
"smiles": "CO[C@@H]1CN(c2cccc(C(=O)OC(C)(C)C)c2)CC[C@@H]1N"
},
"smiles": "CO[C@@H]1CN(c2cccc(C(=O)OC(C)(C)C)c2)CC[C@@H]1N",
"reactionStepId": "sa_096c401d94bfb8765576aa48",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_096c401d94bfb8765576aa48",
"reactionHash": "171092a24c70a90f67d21d12c3efb3912ead928ead65cb755c1285ee4e27948d"
},
"children": [
{
"id": "20105",
"routeId": "sa_275061fce4783b573d9e38f6",
"moleculeId": "sa_8757b55a9b7b1c3a86849768",
"parentId": "20104",
"isLeaf": false,
"molecule": {
"id": "sa_8757b55a9b7b1c3a86849768",
"inchikey": "JBCCCZVRPDHDKT-FCHUYYIVSA-N",
"smiles": "CO[C@@H]1CN(c2cccc(C(=O)OC(C)(C)C)c2)CC[C@@H]1NC(=O)OCc1ccccc1"
},
"smiles": "CO[C@@H]1CN(c2cccc(C(=O)OC(C)(C)C)c2)CC[C@@H]1NC(=O)OCc1ccccc1",
"reactionStepId": "sa_02f26d8db00f80b98f02e055",
"template": null,
"metadata": null,
"reactionStep": {
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"reactionHash": "e13ebe0495f84651951bcf7ff55a0bc7cbf5e9abcc04de2fc16c560da5217c2b"
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"children": [
{
"id": "20106",
"routeId": "sa_275061fce4783b573d9e38f6",
"moleculeId": "sa_64fb3e8f439f0895141bb922",
"parentId": "20105",
"isLeaf": true,
"molecule": {
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"inchikey": "DBNQIOANXZVWIP-UHFFFAOYSA-N",
"smiles": "CN(C)C(OC(C)(C)C)OC(C)(C)C"
},
"smiles": "CN(C)C(OC(C)(C)C)OC(C)(C)C",
"reactionStepId": null,
"template": null,
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},
{
"id": "20107",
"routeId": "sa_275061fce4783b573d9e38f6",
"moleculeId": "sa_e1f838a8f40a46a2542e9359",
"parentId": "20105",
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"molecule": {
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"inchikey": "WZBQXPTYXMRMEN-RBUKOAKNSA-N",
"smiles": "CO[C@@H]1CN(c2cccc(C(=O)O)c2)CC[C@@H]1NC(=O)OCc1ccccc1"
},
"smiles": "CO[C@@H]1CN(c2cccc(C(=O)O)c2)CC[C@@H]1NC(=O)OCc1ccccc1",
"reactionStepId": "sa_c66e88b9ecd0fe96bd3d4c3b",
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"reactionStep": {
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"children": [
{
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"molecule": {
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"inchikey": "QNNVHZZOOTVUAK-VQTJNVASSA-N",
"smiles": "COC(=O)c1cccc(N2CC[C@H](NC(=O)OCc3ccccc3)[C@H](OC)C2)c1"
},
"smiles": "COC(=O)c1cccc(N2CC[C@H](NC(=O)OCc3ccccc3)[C@H](OC)C2)c1",
"reactionStepId": "sa_4ad827cf0b7aaf7316941feb",
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"reactionStep": {
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"children": [
{
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"parentId": "20108",
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"molecule": {
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"inchikey": "KMFJVYMFCAIRAN-UHFFFAOYSA-N",
"smiles": "COC(=O)c1cccc(Br)c1"
},
"smiles": "COC(=O)c1cccc(Br)c1",
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{
"id": "20110",
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"molecule": {
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"inchikey": "YYMTVRJEJWZAFY-QWHCGFSZSA-N",
"smiles": "CO[C@@H]1CNCC[C@@H]1NC(=O)OCc1ccccc1"
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"smiles": "CO[C@@H]1CNCC[C@@H]1NC(=O)OCc1ccccc1",
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"children": [
{
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"molecule": {
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"smiles": "CO[C@@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1NC(=O)OCc1ccccc1"
},
"smiles": "CO[C@@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1NC(=O)OCc1ccccc1",
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"children": [
{
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"routeId": "sa_275061fce4783b573d9e38f6",
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"parentId": "20111",
"isLeaf": true,
"molecule": {
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"inchikey": "HSDAJNMJOMSNEV-UHFFFAOYSA-N",
"smiles": "O=C(Cl)OCc1ccccc1"
},
"smiles": "O=C(Cl)OCc1ccccc1",
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{
"id": "20113",
"routeId": "sa_275061fce4783b573d9e38f6",
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"molecule": {
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"inchikey": "QNGHCFVWYKWWMU-DTWKUNHWSA-N",
"smiles": "CO[C@@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1N"
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"smiles": "CO[C@@H]1CN(C(=O)OC(C)(C)C)CC[C@@H]1N",
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]
}
]
}
]
}
]
}
]
}
]
}
}