RIFAPENTINE

Search structure
Trade Names:
Synonyms:
Status: Approved (1998)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: J04AB05
UNII: XJM390A33U

Structure
InChI Key WDZCUPBHRAEYDL-GZAUEHORSA-N
Smile CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(c(/C=N/N5CCN(C6CCCC6)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/C47H64N4O12/c1-24-13-12-14-25(2)46(59)49-37-32(23-48-51-20-18-50(19-21-51)31-15-10-11-16-31)41(56)34-35(42(37)57)40(55)29(6)44-36(34)45(58)47(8,63-44)61-22-17-33(60-9)26(3)43(62-30(7)52)28(5)39(54)27(4)38(24)53/h12-14,17,22-24,26-28,31,33,38-39,43,53-57H,10-11,15-16,18-21H2,1-9H3,(H,49,59)/b13-12+,22-17+,25-14-,48-23+/t24-,26+,27+,28+,33-,38-,39+,43+,47-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C47H64N4O12
Molecular Weight 877.04
AlogP 5.65
Hydrogen Bond Acceptor 15.0
Hydrogen Bond Donor 6.0
Number of Rotational Bond 5.0
Polar Surface Area 220.15
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 63.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Bacterial DNA-directed RNA polymerase inhibitor PubMed PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 9910 - - -
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 16300 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Tuberculosis, Pulmonary 3 D014397 ClinicalTrials
HIV Infections 2 D015658 ClinicalTrials
Osteomyelitis 0 D010019 ClinicalTrials

Related Entries

MCS

Scaffolds

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
21.94
Gastrointestinal disorders
11.61
Skin and subcutaneous tissue disorders
9.35
Investigations
9.03
Vascular disorders
9.03
Nervous system disorders
6.45
Musculoskeletal and connective tissue disorders
5.81
Cardiac disorders
5.16
Blood and lymphatic system disorders
3.55
Injury, poisoning and procedural complications
3.55
Hepatobiliary disorders
3.23
Respiratory, thoracic and mediastinal disorders
2.58
Infections and infestations
2.26

Cross References

Resources Reference
CAS NUMBER 61379-65-5
ChEBI 45304
ChEMBL CHEMBL1660
DrugBank DB01201
EPA CompTox DTXSID8041115
FDA SRS XJM390A33U
KEGG C08059
PDB RPT
PubChem 135403821
SureChEMBL SCHEMBL41590
ZINC ZINC000169621228
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