DELAVIRDINE

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National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C22H28N6O3S
Molecular Weight	456.561
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of DELAVIRDINE

Structure Search

SMILES

CC(C)NC1=C(N=CC=C1)N2CCN(CC2)C(=O)C3=CC4=C(N3)C=CC(NS(C)(=O)=O)=C4

InChI

InChIKey=WHBIGIKBNXZKFE-UHFFFAOYSA-N

InChI=1S/C22H28N6O3S/c1-15(2)24-19-5-4-8-23-21(19)27-9-11-28(12-10-27)22(29)20-14-16-13-17(26-32(3,30)31)6-7-18(16)25-20/h4-8,13-15,24-26H,9-12H2,1-3H3

HIDE SMILES / InChI

Molecular Formula	C22H28N6O3S
Molecular Weight	456.561
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:48:15 UTC 2023` Edited by `admin` on `Fri Dec 15 15:48:15 UTC 2023`
Record UNII	DOL5F9JD3E
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

DELAVIRDINE

Official Name

English

DELAVIRDINE [VANDF]

Common Name

English

Delavirdine [WHO-DD]

Common Name

English

PIPERAZINE, 1-(3-((1-METHYLETHYL)AMINO)-2-PYRIDINYL)-4-((5-((METHYLSULFONYL)AMINO)-1H-INDOL-2-YL)CARBONYL)-

Systematic Name

English

delavirdine [INN]

Common Name

English

DELAVIRDINE [MI]

Common Name

English

Classification Tree Code System Code

NDF-RT

N0000009948

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

WHO-VATC

QJ05AG02

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

LIVERTOX

NBK547899

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

NDF-RT

N0000175460

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

NCI_THESAURUS

C97453

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

NDF-RT

N0000175463

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

WHO-ATC

J05AG02

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

Code System Code Type Description

SMS_ID

100000083479

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

PRIMARY

CHEBI

119573

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

PRIMARY

DRUG BANK

DB00705

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

PRIMARY

NCI_THESAURUS

C65366

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

PRIMARY

LACTMED

Delavirdine

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

PRIMARY

INN

7234

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

PRIMARY

ChEMBL

CHEMBL593

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

PRIMARY

RXCUI

83816

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

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RxNorm

DRUG CENTRAL

799

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

PRIMARY

FDA UNII

DOL5F9JD3E

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

PRIMARY

MERCK INDEX

m4152

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

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Merck Index

MESH

D020008

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

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EVMPD

SUB06949MIG

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

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WIKIPEDIA

DELAVIRDINE

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

PRIMARY

PUBCHEM

5625

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

PRIMARY

CAS

136817-59-9

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

PRIMARY

EPA CompTox

DTXSID6022892

Created by admin on Fri Dec 15 15:48:15 UTC 2023 , Edited by admin on Fri Dec 15 15:48:15 UTC 2023

PRIMARY

Related Record Type Details


					A3Z87NSO0U

HUMAN IMMUNODEFICIENCY VIRUS TYPE 1 POLYMERASE

TARGET ORGANISM->INHIBITOR

Comments:

Delavirdine has demonstrated an IC50 of 0.26 micromolar against recombinant reverse transcriptase; at 3 micromolar, it halted the spread of virus in MT-4 cells and blocked replication of primary HIV-1 isolates in peripheral blood lymphocytes, including zidovudine-resistant variants.


					L9DP834D1P

CYTOCHROME P450 2C9

METABOLIC ENZYME -> INDUCER


					421105KRQE

DELAVIRDINE MESYLATE

SALT/SOLVATE -> PARENT

Amount:


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE

Interaction Type:

MAJOR


					76UB6O122H

ATP-BINDING CASSETTE SUB-FAMILY G MEMBER 2

TRANSPORTER -> INHIBITOR


					4AF605U6JN

MRP-2

TRANSPORTER -> INHIBITOR


					1YV0492L5Z

MRP-3

TRANSPORTER -> INHIBITOR


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> INHIBITOR


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:


					DOL5F9JD3E

EXCRETED UNCHANGED

Qualification:

URINE

Amount:


					8E4LAA4357

CYTOCHROME P450 2D6

METABOLIC ENZYME -> INDUCER


					8E4LAA4357

CYTOCHROME P450 2D6

METABOLIC ENZYME -> SUBSTRATE

Interaction Type:

MINOR


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> INDUCER


					081I12ZA58

CYTOCHROME P450 2C19

METABOLIC ENZYME -> INDUCER

Related Record Type Details


					TV9X4GSK6W

N-DESISOPROPYL DELAVIRDINE

METABOLITE -> PARENT

Comments:

Delavirdine is primarily metabolized by cytochrome P450 3A (CYP3A), but in vitro data suggest that delavirdine may also be metabolized by CYP2D6

Interaction Type:

MAJOR

Amount:

Related Record Type Details


					DOL5F9JD3E

ACTIVE MOIETY

Amount:

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC				3 TIMES DAILY DOSE

Tmax	PHARMACOKINETIC				ORAL ADMINISTRATION