Tìm theo
Bevirimat
Các tên gọi khác (2) :
  • PA-457
  • YK-FH312
Thuốc Gốc
Small Molecule
CAS: 174022-42-5
CTHH: C36H56O6
PTK: 584.8262
Bevirimat, also known as PA-457 or YK-FH312, is investigated in clinical trials for treating HIV infection. Bevirimat is a solid. This compound belongs to the androgens and derivatives, which are hydroxylated C19 steroid hormones. They are known to favour the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Bevirimat targets the protein gag-pol polyprotein. Bevirimat is derived from a betulinic acid-like compound, first isolated from Syzygium claviflorum, a Chinese herb. It is not currently FDA-approved, but is undergoing clinical trials conducted by the pharmaceutical company Panacos.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C36H56O6
Phân tử khối
584.8262
Monoisotopic mass
584.407689524
InChI
InChI=1S/C36H56O6/c1-21(2)22-12-17-36(30(40)41)19-18-34(8)23(28(22)36)10-11-25-33(7)15-14-26(42-27(37)20-31(3,4)29(38)39)32(5,6)24(33)13-16-35(25,34)9/h22-26,28H,1,10-20H2,2-9H3,(H,38,39)(H,40,41)/t22-,23+,24-,25+,26-,28+,33-,34+,35+,36-/m0/s1
InChI Key
InChIKey=YJEJKUQEXFSVCJ-WRFMNRASSA-N
IUPAC Name
(1R,2R,5S,8R,9R,10R,13R,14R,17S,19R)-17-[(3-carboxy-3,3-dimethylpropanoyl)oxy]-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosane-5-carboxylic acid
Traditional IUPAC Name
(1R,2R,5S,8R,9R,10R,13R,14R,17S,19R)-17-[(3-carboxy-3,3-dimethylpropanoyl)oxy]-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosane-5-carboxylic acid
SMILES
[H][C@]12[C@@H](CC[C@@]1(CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CC[C@H](OC(=O)CC(C)(C)C(O)=O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O)C(C)=C
Độ hòa tan
1.35e-04 g/l
logP
8
logS
-6.6
pKa (strongest acidic)
4.16
pKa (Strongest Basic)
-7.1
PSA
100.9 Å2
Refractivity
161.75 m3·mol-1
Polarizability
68 Å3
Rotatable Bond Count
7
H Bond Acceptor Count
5
H Bond Donor Count
2
Physiological Charge
-2
Number of Rings
5
Bioavailability
0
MDDR-Like Rule
true
Cơ Chế Tác Dụng : Bevirimat, also known as PA-457 or YK-FH312, is investigated in clinical trials for treating HIV infection. Bevirimat is a solid. This compound belongs to the androgens and derivatives, which are hydroxylated C19 steroid hormones. They are known to favour the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Bevirimat targets the protein gag-pol polyprotein. Bevirimat is derived from a betulinic acid-like compound, first isolated from Syzygium claviflorum, a Chinese herb. It is not currently FDA-approved, but is undergoing clinical trials conducted by the pharmaceutical company Panacos. Bevirimat has a novel mechanism of action, specifically inhibiting cleavage of spacer peptide 1 (SP1) from the C-terminus of capsid which results in defective core condensation. Specifically, bevirimat binds at the SP1/capsid junction, preventing cleavage by HIV protease.
Dược Động Học :

▧ Metabolism :
Hepatic glucuronidation (UGT1A3-mediated)
▧ Half Life :
56.3 to 69.5 hours
Chỉ Định : Investigated for use/treatment in HIV infection.
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB06581
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=457928
ChemSpider
http://www.chemspider.com/Chemical-Structure.403003.html
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50050955
Wikipedia
http://en.wikipedia.org/wiki/Bevirimat
... loading
... loading