Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL929

DELAVIRDINE MESYLATE
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
CC(C)Nc1cccnc1N1CCN(C(=O)c2cc3cc(NS(C)(=O)=O)ccc3[nH]2)CC1.CS(=O)(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL929
Name DELAVIRDINE MESYLATE
Phase Approved
Structure Type MOL
InChI Key MEPNHSOMXMALDZ-UHFFFAOYSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL593
Active Moiety CHEMBL593

Known Names

Delavirdine mesilate Delavirdine mesylate Delavirdine methanesulfonate Rescriptor U-90152S U-90152T
4
Targets
38
Activities
2
Assay Types
3
PK Parameters
20
Publications
6
Known Names
1
Indications
1
Mechanisms

Molecular Properties

456.6
MW (Da)
2.72
ALogP
6
HBA
3
HBD
110.4
PSA (Ų)
0.53
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1997
Availability Discontinued
Chirality Achiral

Routes of Administration

Oral
USAN Stem -vir-
USAN Year 1994

Extended Properties

Molecular Formula C23H32N6O6S2
MW 552.68
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -1.75

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Human immunodeficiency virus type 1 reverse transcriptase inhibitor INHIBITOR Human immunodeficiency virus type 1 reverse transcriptase ✓ ✓

Indications

HIV Infections

Activity Summary

IC50 21 meas. best 8.05
EC50 17 meas. best 7.57

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
 IC50 8.05 7.875 9.0 2
Human immunodeficiency virus 1
CHEMBL378
 EC50 7.57 6.5 27.0 17
MT4
CHEMBL388
 IC50 7.2 6.225 63.0 8
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 IC50 6.58 5.5178 260.0 9
Replicase polyprotein 1ab
CHEMBL4523582
 IC50 5.4 5.4 3990.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 13.6 mL.min-1.kg-1 Rattus norvegicus
F 64.0 % Rattus norvegicus
F 169.0 % Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus 1 IC50 = 9.0 nM 8.05 Tested for the ability to inhibit the replication of HIV-1 strain HTLV IIIB in h... 11229762
Human immunodeficiency virus 1 IC50 = 20.0 nM 7.7 Antiviral activity against HIV1 3B infected in human HOG.R5 cells after 4 days 15217281
Human immunodeficiency virus 1 EC50 = 27.0 nM 7.57 Antiviral activity against wild type HIV1 3B infected in human MT4 cells assesse... 26994843
Human immunodeficiency virus 1 EC50 = 32.0 nM 7.5 Antiviral activity against HIV1 RES056 harboring K103N/Y181C double mutant infec... 28254696
Human immunodeficiency virus 1 EC50 = 32.6 nM 7.49 Antiviral activity against HIV1 3B infected in human MT4 cells assessed as prote... 22405288
Human immunodeficiency virus 1 EC50 = 35.01 nM 7.46 Antiviral activity against HIV1 3B infected in human MT4 cells assessed as inhib... 22591854
Human immunodeficiency virus 1 EC50 = 43.0 nM 7.37 Antiviral activity against HIV1 harboring E138K mutant infected in human MT4 cel... 28254696
Human immunodeficiency virus 1 EC50 = 60.0 nM 7.22 Antiviral activity against HIV-1 3B harboring RT E138K mutant infected in human ... 21872971
MT4 IC50 = 63.0 nM 7.2 Compound was tested for potency to achieve protection of MT-4 cells from 190A st... 11527703
MT4 IC50 = 63.0 nM 7.2 Compound was tested for potency to achieve protection of MT-4 cells from LAI str... 11527703
Human immunodeficiency virus 1 EC50 = 130.0 nM 6.89 Antiviral activity against HIV1 3B infected in human MT-4 cells assessed as prot... 24239481
MT4 IC50 = 158.0 nM 6.8 Compound was tested for potency to achieve protection of MT-4 cells from 101E st... 11527703
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 260.0 nM 6.58 In vitro ability to inhibit wild type resistant (WT) reverse transcriptase 10715167
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 260.0 nM 6.58 In vitro inhibition of recombinant reverse transcriptase (WT) of HIV-1 IIIB 8809165
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 422.0 nM 6.38 The compound was evaluated for the inhibition of HIV-1 reverse transcriptase 10673109
Human immunodeficiency virus 1 EC50 = 540.0 nM 6.27 Antiviral activity against HIV1 3B infected in human MT4 cells assessed as reduc... 25707013
Human immunodeficiency virus 1 EC50 = 540.0 nM 6.27 Antiviral activity against HIV1 3B infected in human MT4 cells assessed as reduc... 25626145
Human immunodeficiency virus 1 EC50 = 660.0 nM 6.18 Antiviral activity against HIV1 3B infected in human MT4 cells assessed as inhib... 25240095
Human immunodeficiency virus 1 EC50 = 690.0 nM 6.16 Antiviral activity against HIV1 harboring Y188L mutant infected in human MT4 cel... 28254696
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 1100.0 nM 5.96 Inhibitory activity was evaluated in vitro against HIV- I reverse transcriptase ... -

Literature References

PubMed DOI Target Context # Activities
21872971 10.1016/j.ejmech.2011.08.011 Human immunodeficiency virus 1 10
20426472 10.1021/jm100254w No relevant target 8
11527703 10.1016/s0960-894x(01)00410-3 MT4 8
28254696 10.1016/j.ejmech.2017.02.047 Human immunodeficiency virus 1 7
8809165 10.1021/jm960158n Human immunodeficiency virus type 1 reverse transcriptase 6
12477355 10.1021/jm020949r Human immunodeficiency virus 1 6
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 4
8809165 10.1021/jm960158n Rattus norvegicus 3
22591854 10.1016/j.bmc.2012.04.030 Human immunodeficiency virus 1 3
25626145 10.1016/j.ejmech.2015.01.042 Human immunodeficiency virus 1 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
10715167 10.1021/jm990383f Human immunodeficiency virus type 1 reverse transcriptase 2
10715167 10.1021/jm990383f NON-PROTEIN TARGET 2
24239481 10.1016/j.bmcl.2013.10.059 Unchecked 2
11229762 10.1016/s0960-894x(01)00011-7 Human immunodeficiency virus type 1 reverse transcriptase 2
12477355 10.1021/jm020949r MT4 2
24239481 10.1016/j.bmcl.2013.10.059 Human immunodeficiency virus 1 2
22591854 10.1016/j.bmc.2012.04.030 Unchecked 2
20426472 10.1021/jm100254w Unchecked 2
20426472 10.1021/jm100254w Cruzipain 2

Data from ChEMBL 36 via Core Engine