Structure

InChI Key JQXXHWHPUNPDRT-WLSIYKJHSA-N
Smile CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(c(/C=N/N5CCN(C)CC5)c(O)c4c3C2=O)NC(=O)/C(C)=C\C=C\[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C
InChI
InChI=1S/C43H58N4O12/c1-21-12-11-13-22(2)42(55)45-33-28(20-44-47-17-15-46(9)16-18-47)37(52)30-31(38(33)53)36(51)26(6)40-32(30)41(54)43(8,59-40)57-19-14-29(56-10)23(3)39(58-27(7)48)25(5)35(50)24(4)34(21)49/h11-14,19-21,23-25,29,34-35,39,49-53H,15-18H2,1-10H3,(H,45,55)/b12-11+,19-14+,22-13-,44-20+/t21-,23+,24+,25+,29-,34-,35+,39+,43-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C43H58N4O12
Molecular Weight 822.95
AlogP 4.34
Hydrogen Bond Acceptor 15.0
Hydrogen Bond Donor 6.0
Number of Rotational Bond 4.0
Polar Surface Area 220.15
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 59.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Bacterial DNA-directed RNA polymerase inhibitor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2B Cytochrome P450 2B6
1300 - - - -
Enzyme Cytochrome P450 Cytochrome P450 family 51 Cytochrome P450 family 51A Cytochrome P450 51A1
- 30000 - - -
Enzyme Hydrolase
- - - 200000-700000
Enzyme Oxidoreductase
- 2949 9.36 - -
Enzyme Protease Cysteine protease Cysteine protease CD clan Cysteine protease C14 family
- 8319 - - -
Enzyme Transferase
- 171000-1130000 - - 16.78-23.14
Enzyme
1300 171000-1130000 9.36 200000-700000 16.78-23.14
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - 7.6-20.23
Membrane receptor
- - - - 27.5
Secreted protein
- - 12000 - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group I Nuclear hormone receptor subfamily 1 group I member 2
190-5600 - - - 18
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- 300-2300 - 1100-17000 22.01-101.7
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 26.2
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 11300-25300 - 11900 -
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 41900 - - -
Transporter Primary active transporter ATP-binding cassette ABCG subfamily
- 56000 - - -
Unclassified protein
- 7100-46200 - - -

Metabolites

visNetwork

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Arthritis, Reactive 3 D016918 ClinicalTrials
Multiple System Atrophy 3 D019578 ClinicalTrials
Meningitis 3 D008581 ClinicalTrials
Alzheimer Disease 3 D000544 ClinicalTrials
Endocarditis 3 D004696 ClinicalTrials
Infections 3 D007239 ClinicalTrials
Leprosy 3 D007918 ClinicalTrials
Enterocolitis, Pseudomembranous 3 D004761 ClinicalTrials
Diarrhea 3 D003967 ClinicalTrials
Buruli Ulcer 2 D054312 ClinicalTrials
Acquired Immunodeficiency Syndrome 2 D000163 ClinicalTrials
Multiple Sclerosis 2 D009103 ClinicalTrials
Cystic Fibrosis 2 D003550 ClinicalTrials
Onchocerciasis 2 D009855 ClinicalTrials
Sarcoidosis 2 D012507 ClinicalTrials
Mycobacterium avium-intracellulare Infection 2 D015270 ClinicalTrials
Non-alcoholic Fatty Liver Disease 1 D065626 ClinicalTrials
Sepsis 1 D018805 ClinicalTrials
HIV Infections 1 D015658 ClinicalTrials
Respiratory Syncytial Virus Infections 1 D018357 ClinicalTrials
Hepatitis B, Chronic 1 D019694 ClinicalTrials
Renal Insufficiency 1 D051437 ClinicalTrials
Thrombosis 1 D013927 ClinicalTrials
Mycoses 1 D009181 ClinicalTrials
Coronary Disease 1 D003327 ClinicalTrials
Renal Insufficiency, Chronic 1 D051436 ClinicalTrials
Essential Hypertension 1 D000075222 ClinicalTrials
Diabetes Mellitus, Type 2 1 D003924 ClinicalTrials
Parkinson Disease 1 D010300 ClinicalTrials
Pain 1 D010146 ClinicalTrials
Hypercalcemia 1 D006934 ClinicalTrials
Neoplasms 1 D009369 ClinicalTrials
Severe Acute Respiratory Syndrome 1 D045169 ClinicalTrials
Erectile Dysfunction 1 D007172 ClinicalTrials
Anti-Neutrophil Cytoplasmic Antibody-Associated Vasculitis 1 D056648 ClinicalTrials
Hematologic Neoplasms 1 D019337 ClinicalTrials
Primary Myelofibrosis 1 D055728 ClinicalTrials
Melanoma 1 D008545 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 1 D002289 ClinicalTrials
Neoplasms 1 D009369 ClinicalTrials
Constipation 1 D003248 ClinicalTrials
Lymphoma 1 D008223 ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-Cell 1 D015451 ClinicalTrials
Hodgkin Disease 1 D006689 ClinicalTrials
Diabetes Mellitus 1 D003920 ClinicalTrials
Arthritis, Rheumatoid 1 D001172 ClinicalTrials
HIV Infections 1 D015658 ClinicalTrials
Endometriosis 1 D004715 ClinicalTrials
Hypertension, Pulmonary 1 D006976 ClinicalTrials
Melanoma 1 D008545 ClinicalTrials
Osteomyelitis 1 D010019 ClinicalTrials
Lymphoma, Non-Hodgkin 1 D008228 ClinicalTrials
Nausea 1 D009325 ClinicalTrials
Rhinoscleroma 1 D012226 ClinicalTrials

Related Entries

MCS

Scaffolds

Mixture
Mixture

Adverse Reactions

System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
12.95
Skin and subcutaneous tissue disorders
10.58
Investigations
8.39
Hepatobiliary disorders
7.45
Immune system disorders
6.22
Gastrointestinal disorders
5.99
Blood and lymphatic system disorders
5.73
Nervous system disorders
5.62
Injury, poisoning and procedural complications
5.62
Infections and infestations
4.71
Respiratory, thoracic and mediastinal disorders
4.53
Vascular disorders
4.21
Metabolism and nutrition disorders
3.6
Cardiac disorders
2.96
Renal and urinary disorders
2.9
Musculoskeletal and connective tissue disorders
2.36
Psychiatric disorders
2.14

Cross References

Resources Reference
CAS NUMBER 13292-46-1
ChEBI 28077
ChEMBL CHEMBL374478
DrugBank DB01045
EPA CompTox DTXSID6021244
FDA SRS VJT6J7R4TR
Human Metabolome Database HMDB15179
Guide to Pharmacology 2765
KEGG C06688
PDB RFP
PubChem 135398735
SureChEMBL SCHEMBL23490
ZINC ZINC000169621223