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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H17FN4O3
Molecular Weight 368.3617
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MIV-150

SMILES

CCC(=O)C1=CC=C(F)C([C@@H]2C[C@@H]2NC(=O)NC3=CC=C(C=N3)C#N)=C1O

InChI

InChIKey=NKPHEWJJTGPRSL-OCCSQVGLSA-N
InChI=1S/C19H17FN4O3/c1-2-15(25)11-4-5-13(20)17(18(11)26)12-7-14(12)23-19(27)24-16-6-3-10(8-21)9-22-16/h3-6,9,12,14,26H,2,7H2,1H3,(H2,22,23,24,27)/t12-,14+/m1/s1

HIDE SMILES / InChI
MIV-150 is a tight-binding, allosteric inhibitor of reverse transcriptase that is active against HIV-1 and HIV-2. MIV-150 has been shown to inactivate viruses that are resistant to other antiviral drugs, including non-nucleoside reverse transcriptase inhibitors, nucleoside reverse transcriptase inhibitors, and protease inhibitors. MIV-150 effectively inactivated free virus. Combination of MIV-150 and Carraguard demonstrated an additive antiviral effect. Seminal fluid had no effect on the antiviral activity of MIV-150 or Carraguard. The average concentration that blocks 50% of infection (EC50) for PC-815 was approximately 10 times stronger than Carraguard for the different clinical isolates used in the study.

Approval Year

PubMed

PubMed

TitleDatePubMed
N2-benzyloxycarbonylguan-9-yl acetic acid derivatives as HIV-1 reverse transcriptase non-nucleoside inhibitors with decreased loss of potency against common drug-resistance mutations.
2007 Oct
First-in-Human Trial of MIV-150 and Zinc Acetate Coformulated in a Carrageenan Gel: Safety, Pharmacokinetics, Acceptability, Adherence, and Pharmacodynamics.
2016 Dec 15
Patents

Patents

Sample Use Guides

4 g of PC-1005 (MIV-150/zinc acetate in a carrageenan gel)
Route of Administration: Vaginal
Name Type Language
MIV-150
Code English
PC-1005 COMPONENT MIV-150
Common Name English
UREA, N-(5-CYANO-2-PYRIDINYL)-N'-((1S,2S)-2-(6-FLUORO-2-HYDROXY-3-(1-OXOPROPYL)PHENYL)CYCLOPROPYL)-
Systematic Name English
PC-815
Code English
MIV-150 COMPONENT OF PC-1005
Common Name English
Code System Code Type Description
FDA UNII
824VSI942Y
Created by admin on Sat Dec 16 09:32:36 GMT 2023 , Edited by admin on Sat Dec 16 09:32:36 GMT 2023
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EPA CompTox
DTXSID70177773
Created by admin on Sat Dec 16 09:32:35 GMT 2023 , Edited by admin on Sat Dec 16 09:32:35 GMT 2023
PRIMARY
PUBCHEM
9907284
Created by admin on Sat Dec 16 09:32:36 GMT 2023 , Edited by admin on Sat Dec 16 09:32:36 GMT 2023
PRIMARY
CAS
231957-54-3
Created by admin on Sat Dec 16 09:32:35 GMT 2023 , Edited by admin on Sat Dec 16 09:32:35 GMT 2023
PRIMARY