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)O)c3)C[C@H]2OC)nc1C(F)(F)F
InChiKey
GABKAAPRMCWTAC-LSDHHAIUSA-N
Route Signature
e10f0f543aeb8e2c6665dd69e3309ceea0c3683fedd67789d130987aae6b6b11
Synthesis route with 8 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_a9ede2fc2023d46f6d71c39d",
"signature": "e10f0f543aeb8e2c6665dd69e3309ceea0c3683fedd67789d130987aae6b6b11",
"contentHash": "acd0b6bb806c164e7fb95db3aedeb9229b748ae64728d57dca3d70a86332ce6d",
"length": 8,
"isConvergent": true
},
"target": {
"id": "sa_3879d5c0187fd44d0c0b4008",
"benchmarkSetId": "019173c85ab67300a20aafbd44174d6551ca67a41e948a511372ae5dca775a80",
"targetId": "USPTO-052/190",
"moleculeId": "sa_6c1eb961b9d9520bfe3f9a58",
"smiles": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F",
"routeLength": 8,
"isConvergent": true,
"metadata": "{\"source\":\"retro-pickle\"}",
"molecule": {
"id": "sa_6c1eb961b9d9520bfe3f9a58",
"inchikey": "GABKAAPRMCWTAC-LSDHHAIUSA-N",
"smiles": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "18702",
"routeId": "sa_a9ede2fc2023d46f6d71c39d",
"moleculeId": "sa_6c1eb961b9d9520bfe3f9a58",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_6c1eb961b9d9520bfe3f9a58",
"inchikey": "GABKAAPRMCWTAC-LSDHHAIUSA-N",
"smiles": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F"
},
"smiles": "CCc1[nH]c(C(=O)N[C@H]2CCN(c3cccc(C(=O)O)c3)C[C@H]2OC)nc1C(F)(F)F",
"reactionStepId": "sa_ec573fd54d5066ffc5eb1f12",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_ec573fd54d5066ffc5eb1f12",
"reactionHash": "0a4cbd4101f3202a4e608ae110d1e469b8725b3a8e2eea7111caba6b8bd5e706"
},
"children": [
{
"id": "18703",
"routeId": "sa_a9ede2fc2023d46f6d71c39d",
"moleculeId": "sa_c8ca6bc687b120b5bf7efac6",
"parentId": "18702",
"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": "18704",
"routeId": "sa_a9ede2fc2023d46f6d71c39d",
"moleculeId": "sa_c312f850185fbb78a79ab76d",
"parentId": "18703",
"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": "18705",
"routeId": "sa_a9ede2fc2023d46f6d71c39d",
"moleculeId": "sa_314cf081dba91da1761e3279",
"parentId": "18704",
"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": "18706",
"routeId": "sa_a9ede2fc2023d46f6d71c39d",
"moleculeId": "sa_1c3a8506c3910d9873cb31b5",
"parentId": "18704",
"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": {
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"reactionHash": "fb96ea14ef0101b5bc0974f479bd82d5cd7ef8a2971eff5f23fed8719d51ef72"
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"children": [
{
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"routeId": "sa_a9ede2fc2023d46f6d71c39d",
"moleculeId": "sa_d50cbf65c8d89475af434241",
"parentId": "18706",
"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": {
"id": "sa_4221ca8db7ad9d8367f11e53",
"reactionHash": "683f894eccc577cc4cd4c38da8c73b7432ab0a09165b33cbe098e2aa6bf83c04"
},
"children": [
{
"id": "18708",
"routeId": "sa_a9ede2fc2023d46f6d71c39d",
"moleculeId": "sa_785faacc09c6e2aa5514d7a8",
"parentId": "18707",
"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": "18709",
"routeId": "sa_a9ede2fc2023d46f6d71c39d",
"moleculeId": "sa_6a24696f8a98110cb5cf7907",
"parentId": "18708",
"isLeaf": true,
"molecule": {
"id": "sa_6a24696f8a98110cb5cf7907",
"inchikey": "MMCSAFCIQDJGDY-UHFFFAOYSA-N",
"smiles": "CCC1SCCCS1"
},
"smiles": "CCC1SCCCS1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "18710",
"routeId": "sa_a9ede2fc2023d46f6d71c39d",
"moleculeId": "sa_e4aeea506f0e71558e09b884",
"parentId": "18708",
"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": "18711",
"routeId": "sa_a9ede2fc2023d46f6d71c39d",
"moleculeId": "sa_a576f9b9a2caa305053d217d",
"parentId": "18707",
"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": "18712",
"routeId": "sa_a9ede2fc2023d46f6d71c39d",
"moleculeId": "sa_2b45b9a1ec46c5cc81831fbf",
"parentId": "18707",
"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": "18713",
"routeId": "sa_a9ede2fc2023d46f6d71c39d",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "18707",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "18714",
"routeId": "sa_a9ede2fc2023d46f6d71c39d",
"moleculeId": "sa_ec88b8326316b40e21f1a687",
"parentId": "18703",
"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": {
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"reactionHash": "171092a24c70a90f67d21d12c3efb3912ead928ead65cb755c1285ee4e27948d"
},
"children": [
{
"id": "18715",
"routeId": "sa_a9ede2fc2023d46f6d71c39d",
"moleculeId": "sa_8757b55a9b7b1c3a86849768",
"parentId": "18714",
"isLeaf": false,
"molecule": {
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"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",
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"reactionStep": {
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"reactionHash": "e13ebe0495f84651951bcf7ff55a0bc7cbf5e9abcc04de2fc16c560da5217c2b"
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"children": [
{
"id": "18716",
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"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,
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"metadata": null,
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{
"id": "18717",
"routeId": "sa_a9ede2fc2023d46f6d71c39d",
"moleculeId": "sa_e1f838a8f40a46a2542e9359",
"parentId": "18715",
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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",
"template": null,
"metadata": null,
"reactionStep": {
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"reactionHash": "60b21524a09727092b14f26ae717c186909f7f4f76552972d806f03f0a518686"
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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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"children": [
{
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"molecule": {
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"smiles": "COC(=O)c1cccc(Br)c1"
},
"smiles": "COC(=O)c1cccc(Br)c1",
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{
"id": "18720",
"routeId": "sa_a9ede2fc2023d46f6d71c39d",
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"molecule": {
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"inchikey": "YYMTVRJEJWZAFY-QWHCGFSZSA-N",
"smiles": "CO[C@@H]1CNCC[C@@H]1NC(=O)OCc1ccccc1"
},
"smiles": "CO[C@@H]1CNCC[C@@H]1NC(=O)OCc1ccccc1",
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"reactionHash": "7aa1649cbb1dd9285897c7565f51538cf975ab8374e2c57b810c5c4b24d95f36"
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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"
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"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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"smiles": "O=C(Cl)OCc1ccccc1"
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{
"id": "18723",
"routeId": "sa_a9ede2fc2023d46f6d71c39d",
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]
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]
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]
}
]
}
}