Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(c1nc2ccc(F)cn2c(=O)c1Br)N1C(=O)c2ccccc2C1=O
InChiKey
RBULLKMCBVSSIL-UHFFFAOYSA-N
Route Signature
f5c3b3f09de7eacc6577d633f0fd6f221e5b0ff59a9f3c549d6c8a0e5ca235e5
Synthesis route with 7 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_5e6ceae379444667bc91724d",
"signature": "f5c3b3f09de7eacc6577d633f0fd6f221e5b0ff59a9f3c549d6c8a0e5ca235e5",
"contentHash": "5b7f42d09961af367163a71ff0b509b197f9970e922d2fb75ad25cb8f68366cb",
"length": 7,
"isConvergent": false
},
"target": {
"id": "sa_0d19b9c4808a733a8543fd44",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00890",
"moleculeId": "sa_e9531961860a18f0cb179742",
"smiles": "CC(c1nc2ccc(F)cn2c(=O)c1Br)N1C(=O)c2ccccc2C1=O",
"routeLength": 7,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_e9531961860a18f0cb179742",
"inchikey": "RBULLKMCBVSSIL-UHFFFAOYSA-N",
"smiles": "CC(c1nc2ccc(F)cn2c(=O)c1Br)N1C(=O)c2ccccc2C1=O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13882",
"routeId": "sa_5e6ceae379444667bc91724d",
"moleculeId": "sa_e9531961860a18f0cb179742",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_e9531961860a18f0cb179742",
"inchikey": "RBULLKMCBVSSIL-UHFFFAOYSA-N",
"smiles": "CC(c1nc2ccc(F)cn2c(=O)c1Br)N1C(=O)c2ccccc2C1=O"
},
"smiles": "CC(c1nc2ccc(F)cn2c(=O)c1Br)N1C(=O)c2ccccc2C1=O",
"reactionStepId": "sa_0cf6c68ea63665e07bbd22b5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120083502A1;0182;1197956\",\"rsmi\":\"O[CH:2]([CH3:1])[c:3]1[c:4]([Br:5])[c:6](=[O:7])[n:8]2[cH:9][c:10]([F:11])[cH:12][cH:13][c:14]2[n:15]1.[NH:16]1[C:17](=[O:18])[c:19]2[cH:20][cH:21][cH:22][cH:23][c:24]2[C:25]1=[O:26]>C1CCOC1.CC(C)OC(=O)N=NC(=O)OC(C)C.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH:2]([c:3]1[c:4]([Br:5])[c:6](=[O:7])[n:8]2[cH:9][c:10]([F:11])[cH:12][cH:13][c:14]2[n:15]1)[N:16]1[C:17](=[O:18])[c:19]2[cH:20][cH:21][cH:22][cH:23][c:24]2[C:25]1=[O:26]\"},\"mapped_reaction_smiles\":\"O[CH:2]([CH3:1])[c:3]1[c:4]([Br:5])[c:6](=[O:7])[n:8]2[cH:9][c:10]([F:11])[cH:12][cH:13][c:14]2[n:15]1.[NH:16]1[C:17](=[O:18])[c:19]2[cH:20][cH:21][cH:22][cH:23][c:24]2[C:25]1=[O:26]>C1CCOC1.CC(C)OC(=O)N=NC(=O)OC(C)C.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH:2]([c:3]1[c:4]([Br:5])[c:6](=[O:7])[n:8]2[cH:9][c:10]([F:11])[cH:12][cH:13][c:14]2[n:15]1)[N:16]1[C:17](=[O:18])[c:19]2[cH:20][cH:21][cH:22][cH:23][c:24]2[C:25]1=[O:26]\"}",
"reactionStep": {
"id": "sa_0cf6c68ea63665e07bbd22b5",
"reactionHash": "27b179310aebe522d8785a0dbd4b9a12082d2aa89c915ca6ad3813adfd273421"
},
"children": [
{
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"routeId": "sa_5e6ceae379444667bc91724d",
"moleculeId": "sa_d87202b6915d4bc5b6ab18ce",
"parentId": "13882",
"isLeaf": false,
"molecule": {
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"inchikey": "CDLAOHXXRMRVKI-UHFFFAOYSA-N",
"smiles": "CC(O)c1nc2ccc(F)cn2c(=O)c1Br"
},
"smiles": "CC(O)c1nc2ccc(F)cn2c(=O)c1Br",
"reactionStepId": "sa_bef2f1fd6c47e033f40aa798",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120083502A1;0180;1197955\",\"rsmi\":\"Br[Mg][CH3:1].[CH:2](=[O:3])[c:4]1[c:5]([Br:6])[c:7](=[O:8])[n:9]2[cH:10][c:11]([F:12])[cH:13][cH:14][c:15]2[n:16]1>C1CCOC1.CCOCC>[CH3:1][CH:2]([OH:3])[c:4]1[c:5]([Br:6])[c:7](=[O:8])[n:9]2[cH:10][c:11]([F:12])[cH:13][cH:14][c:15]2[n:16]1\"},\"mapped_reaction_smiles\":\"Br[Mg][CH3:1].[CH:2](=[O:3])[c:4]1[c:5]([Br:6])[c:7](=[O:8])[n:9]2[cH:10][c:11]([F:12])[cH:13][cH:14][c:15]2[n:16]1>C1CCOC1.CCOCC>[CH3:1][CH:2]([OH:3])[c:4]1[c:5]([Br:6])[c:7](=[O:8])[n:9]2[cH:10][c:11]([F:12])[cH:13][cH:14][c:15]2[n:16]1\"}",
"reactionStep": {
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"reactionHash": "36142408fe6ccab9bc415f8e4af5b44b422cbeef6f92558e7fda7986d4e7d445"
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"children": [
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"parentId": "13883",
"isLeaf": true,
"molecule": {
"id": "sa_1f49d1fc04ca53874d94e458",
"inchikey": "AVFUHBJCUUTGCD-UHFFFAOYSA-M",
"smiles": "[CH3][Mg][Br]"
},
"smiles": "[CH3][Mg][Br]",
"reactionStepId": null,
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"metadata": null,
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"children": []
},
{
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"moleculeId": "sa_80d97a1b4642bfe50caa1d5b",
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"isLeaf": false,
"molecule": {
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"inchikey": "CXJZTRINFLIGNM-UHFFFAOYSA-N",
"smiles": "O=Cc1nc2ccc(F)cn2c(=O)c1Br"
},
"smiles": "O=Cc1nc2ccc(F)cn2c(=O)c1Br",
"reactionStepId": "sa_43e3a419dbee23bb8e16aa9d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120083502A1;0178;1197954\",\"rsmi\":\"[OH:1][CH2:2][c:3]1[c:4]([Br:5])[c:6](=[O:7])[n:8]2[cH:9][c:10]([F:11])[cH:12][cH:13][c:14]2[n:15]1>Cc1ccccc1.[Mn+4].[O-2].[O-2]>[O:1]=[CH:2][c:3]1[c:4]([Br:5])[c:6](=[O:7])[n:8]2[cH:9][c:10]([F:11])[cH:12][cH:13][c:14]2[n:15]1\"},\"mapped_reaction_smiles\":\"[OH:1][CH2:2][c:3]1[c:4]([Br:5])[c:6](=[O:7])[n:8]2[cH:9][c:10]([F:11])[cH:12][cH:13][c:14]2[n:15]1>Cc1ccccc1.[Mn+4].[O-2].[O-2]>[O:1]=[CH:2][c:3]1[c:4]([Br:5])[c:6](=[O:7])[n:8]2[cH:9][c:10]([F:11])[cH:12][cH:13][c:14]2[n:15]1\"}",
"reactionStep": {
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"reactionHash": "d15c77a3eaa5629293afc44cc5c0b7e68e71eb075d996104102d80328e2239a0"
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"children": [
{
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"parentId": "13885",
"isLeaf": false,
"molecule": {
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"inchikey": "OPGDYGUYMAMLDW-UHFFFAOYSA-N",
"smiles": "O=c1c(Br)c(CO)nc2ccc(F)cn12"
},
"smiles": "O=c1c(Br)c(CO)nc2ccc(F)cn12",
"reactionStepId": "sa_ced901996851a3d30a553b69",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120083502A1;0176;1197953\",\"rsmi\":\"CC(=O)[O:7][CH2:6][c:5]1[c:3]([Br:4])[c:2](=[O:1])[n:15]2[c:9]([n:8]1)[cH:10][cH:11][c:12]([F:13])[cH:14]2>C1COCCO1.Cl.O.N.O>[O:1]=[c:2]1[c:3]([Br:4])[c:5]([CH2:6][OH:7])[n:8][c:9]2[cH:10][cH:11][c:12]([F:13])[cH:14][n:15]12\"},\"mapped_reaction_smiles\":\"CC(=O)[O:7][CH2:6][c:5]1[c:3]([Br:4])[c:2](=[O:1])[n:15]2[c:9]([n:8]1)[cH:10][cH:11][c:12]([F:13])[cH:14]2>C1COCCO1.Cl.O.N.O>[O:1]=[c:2]1[c:3]([Br:4])[c:5]([CH2:6][OH:7])[n:8][c:9]2[cH:10][cH:11][c:12]([F:13])[cH:14][n:15]12\"}",
"reactionStep": {
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"children": [
{
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"moleculeId": "sa_d702b0338de4f2f76ad2430f",
"parentId": "13886",
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"molecule": {
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"inchikey": "WHTWBKZJQOCBTQ-UHFFFAOYSA-N",
"smiles": "CC(=O)OCc1nc2ccc(F)cn2c(=O)c1Br"
},
"smiles": "CC(=O)OCc1nc2ccc(F)cn2c(=O)c1Br",
"reactionStepId": "sa_8c19413a37855db705e0b0d8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120083502A1;0174;1197952\",\"rsmi\":\"Cl[CH2:5][c:6]1[c:7]([Br:8])[c:9](=[O:10])[n:11]2[cH:12][c:13]([F:14])[cH:15][cH:16][c:17]2[n:18]1.[CH3:1][C:2](=[O:3])[OH:4]>CN(C)C=O.O.[K+]>[CH3:1][C:2](=[O:3])[O:4][CH2:5][c:6]1[c:7]([Br:8])[c:9](=[O:10])[n:11]2[cH:12][c:13]([F:14])[cH:15][cH:16][c:17]2[n:18]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:5][c:6]1[c:7]([Br:8])[c:9](=[O:10])[n:11]2[cH:12][c:13]([F:14])[cH:15][cH:16][c:17]2[n:18]1.[CH3:1][C:2](=[O:3])[OH:4]>CN(C)C=O.O.[K+]>[CH3:1][C:2](=[O:3])[O:4][CH2:5][c:6]1[c:7]([Br:8])[c:9](=[O:10])[n:11]2[cH:12][c:13]([F:14])[cH:15][cH:16][c:17]2[n:18]1\"}",
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"children": [
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"smiles": "O=c1c(Br)c(CCl)nc2ccc(F)cn12"
},
"smiles": "O=c1c(Br)c(CCl)nc2ccc(F)cn12",
"reactionStepId": "sa_87d211f00419bd754d4b88f8",
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"metadata": "{\"annotations\":{\"ID\":\"US20120083502A1;0172;1197951\",\"rsmi\":\"O=C1CCC(=O)N1[Br:4].[O:1]=[c:2]1[cH:3][c:5]([CH2:6][Cl:7])[n:8][c:9]2[cH:10][cH:11][c:12]([F:13])[cH:14][n:15]12>CC(=O)O.O>[O:1]=[c:2]1[c:3]([Br:4])[c:5]([CH2:6][Cl:7])[n:8][c:9]2[cH:10][cH:11][c:12]([F:13])[cH:14][n:15]12\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:4].[O:1]=[c:2]1[cH:3][c:5]([CH2:6][Cl:7])[n:8][c:9]2[cH:10][cH:11][c:12]([F:13])[cH:14][n:15]12>CC(=O)O.O>[O:1]=[c:2]1[c:3]([Br:4])[c:5]([CH2:6][Cl:7])[n:8][c:9]2[cH:10][cH:11][c:12]([F:13])[cH:14][n:15]12\"}",
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{
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"smiles": "O=c1cc(CCl)nc2ccc(F)cn12",
"reactionStepId": "sa_af3d81b28092722309f8a058",
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"metadata": "{\"annotations\":{\"ID\":\"US20120083502A1;0170;1197950\",\"rsmi\":\"CCO[C:2](=[O:1])[CH2:3][C:4](=O)[CH2:5][Cl:6].[NH2:7][c:8]1[cH:9][cH:10][c:11]([F:12])[cH:13][n:14]1>>[O:1]=[c:2]1[cH:3][c:4]([CH2:5][Cl:6])[n:7][c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][n:14]12\"},\"mapped_reaction_smiles\":\"CCO[C:2](=[O:1])[CH2:3][C:4](=O)[CH2:5][Cl:6].[NH2:7][c:8]1[cH:9][cH:10][c:11]([F:12])[cH:13][n:14]1>>[O:1]=[c:2]1[cH:3][c:4]([CH2:5][Cl:6])[n:7][c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][n:14]12\"}",
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{
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{
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{
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}