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Compound Detail

CHEMBL254316

RALTEGRAVIR
💊 Approved Drug
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💊 Approved Drug
Cc1nnc(C(=O)NC(C)(C)c2nc(C(=O)NCc3ccc(F)cc3)c(O)c(=O)n2C)o1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL254316
Name RALTEGRAVIR
Phase Approved
Structure Type MOL
InChI Key CZFFBEXEKNGXKS-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

L-000900612 L000900612 Raltegravir
9
Targets
142
Activities
3
Assay Types
30
PK Parameters
20
Publications
3
Known Names
12
Indications

Molecular Properties

444.4
MW (Da)
0.91
ALogP
9
HBA
3
HBD
152.2
PSA (Ų)
0.51
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2007
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

First in Class
USAN Stem -vir; -vir
USAN Year 2007

Extended Properties

Molecular Formula C20H21FN6O5
MW 444.42
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -1.08

Indications

Acquired Immunodeficiency Syndrome HIV Infections HIV Infections Infections Virus Diseases HTLV-I Infections Liver Cirrhosis, Biliary Multiple Sclerosis, Relapsing-Remitting Hepatitis C Leukemia, Biphenotypic, Acute Head and Neck Neoplasms Paraparesis, Tropical Spastic

ATC Classification

J05AJ01
raltegravir
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIVIRALS FOR SYSTEMIC USE

Activity Summary

IC50 76 meas. best 8.7
EC50 65 meas. best 8.85
Ki 1 meas. best 8.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus 1
CHEMBL378
 EC50 8.85 7.6958 1.4 55
Human immunodeficiency virus type 1 integrase
CHEMBL3471
 IC50 8.7 7.3579 2.0 53
Human immunodeficiency virus
CHEMBL613758
 EC50 8.7 7.9917 2.0 6
C-C chemokine receptor type 1
CHEMBL2413
 Ki 8.3 8.3 5.0 1
Human immunodeficiency virus 1
CHEMBL378
 IC50 8.21 7.2614 6.2 7
Feline immunodeficiency virus
CHEMBL613744
 EC50 8.0 8.0 10.0 3
Human immunodeficiency virus
CHEMBL613758
 IC50 8.0 8.0 10.0 1
Human immunodeficiency virus 2
CHEMBL380
 EC50 7.96 7.96 11.0 1
Unchecked
CHEMBL612545
 IC50 7.57 7.1 27.0 4
Voltage-gated potassium channel, IKs; KCNQ1(Kv7.1)/KCNE1(MinK)
CHEMBL2221347
 IC50 4.6 4.6 25118.9 1
Molecular identity unknown
CHEMBL612546
 IC50 4.45 4.45 35200.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 444.42 ng.hr.mL-1 Rattus norvegicus
AUC 9332.82 ng.hr.mL-1 Canis lupus familiaris
AUC 799.96 ng.hr.mL-1 Macaca mulatta
AUC 3110.94 ng.hr.mL-1 Canis lupus familiaris
AUC 3115.38 ng.hr.mL-1 Homo sapiens
AUC 2790.96 ng.hr.mL-1 Homo sapiens
AUC 10168.33 ng.hr.mL-1 Homo sapiens
AUC 8586.19 ng.hr.mL-1 Homo sapiens
AUC 8061.78 ng.hr.mL-1 Homo sapiens
AUC 7852.9 ng.hr.mL-1 Homo sapiens
AUC 8755.07 ng.hr.mL-1 Homo sapiens
AUC 7466.26 ng.hr.mL-1 Homo sapiens
AUC 382.2 ng.hr.mL-1 Homo sapiens
AUC 377.76 ng.hr.mL-1 Homo sapiens
AUC 7337.37 ng.hr.mL-1 Homo sapiens
AUC 12252.66 ng.hr.mL-1 Homo sapiens
AUC 2599.86 ng.hr.mL-1 Homo sapiens
AUC 2048.78 ng.hr.mL-1 Homo sapiens
AUC 3532.0 ng.hr.mL-1 Homo sapiens
AUC - - Homo sapiens
AUC 3532.0 ng.hr.mL-1 Homo sapiens
AUC 4657.0 ng.hr.mL-1 Homo sapiens
AUC 875.0 ng.hr.mL-1 Homo sapiens
AUC 6085.0 ng/ml Homo sapiens
AUC 3267.0 ng.hr.mL-1 Homo sapiens
AUC - - Homo sapiens
AUC 2036.0 ng.hr.mL-1 Homo sapiens
AUC 342.0 ng.hr.mL-1 Homo sapiens
AUC 0.95 ng.hr.mL-1 Homo sapiens
AUC 0.43 ng.hr.mL-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus 1 EC50 = 1.4 nM 8.85 Antiviral activity against Human immunodeficiency virus 1 3B infected in human M... 18541726
Human immunodeficiency virus 1 EC50 = 1.8 nM 8.74 Antiviral activity against Human immunodeficiency virus 1 3B infected in human M... 18160521
Human immunodeficiency virus 1 EC50 = 2.0 nM 8.7 Antiviral activity against Human immunodeficiency virus 1 Ba-L infected in human... 18160521
Human immunodeficiency virus EC50 = 2.0 nM 8.7 Antiviral activity against vesicular stomatitis virus G-pseudotyped Human immuno... 18160521
Human immunodeficiency virus 1 EC50 = 2.0 nM 8.7 Antiviral activity against HIV1 NL4-3 infected in human MT2 cells measured after... 32081010
Human immunodeficiency virus type 1 integrase IC50 = 2.0 nM 8.7 Inhibition of HIV integrase strand transfer activity 31324562
Human immunodeficiency virus type 1 integrase IC50 = 2.4 nM 8.62 Inhibition of His-tagged HIV-1 integrase-mediated 3' processing and strand trans... 26048795
Human immunodeficiency virus 1 EC50 = 2.4 nM 8.62 Antiviral activity against HIV1 NL4-3.Luc in human PBMC assessed as infectivity ... 21060108
Human immunodeficiency virus 1 EC50 = 3.0 nM 8.52 Antiviral activity against HIV1 3B infected in human MT-2 cells by two fold dilu... 19104010
Human immunodeficiency virus type 1 integrase IC50 = 3.3 nM 8.48 Inhibition of Human immunodeficiency virus 1 integrase by strand transfer scinti... 18160521
Human immunodeficiency virus 1 EC50 = 4.0 nM 8.4 Antiviral activity against HIV1 harboring wild-type integrase infected in human ... 21493066
Human immunodeficiency virus 1 EC50 = 4.0 nM 8.4 Antiviral activity against wild-type Human immunodeficiency virus 1 infected in ... 24471816
Human immunodeficiency virus 1 EC50 = 4.0 nM 8.4 Antiviral activity against HIV1 3B infected in human MT2 cells after 5 days by c... 19285389
Human immunodeficiency virus 1 EC50 = 4.3 nM 8.37 Antiviral activity against HIV1 NL4-3.Luc in human MDM assessed as infectivity t... 21060108
C-C chemokine receptor type 1 Ki = 5.0 nM 8.3 Binding affinity to CCR1 22931505
Human immunodeficiency virus type 1 integrase IC50 = 5.0 nM 8.3 Inhibition of HIV1 recombinant integrase 3'-processing and strand transfer activ... 21767953
Human immunodeficiency virus 1 EC50 = 5.0 nM 8.3 Antiviral activity against HIV 1 NL4.3 assessed as inhibition of virus-induced c... 18378713
Human immunodeficiency virus 1 EC50 = 6.0 nM 8.22 Antiviral activity against HIV 1 RIN harboring integrase gene infected in MT-4 c... 18378713
Human immunodeficiency virus 1 EC50 = 6.0 nM 8.22 Antiviral activity against HIV1 3B in MT2 cells after 5 days 18207398
Human immunodeficiency virus 1 EC50 = 6.0 nM 8.22 Antiviral activity against HIV1 3B infected in human MT4 cells assessed as inhib... 24900718

Literature References

PubMed DOI Target Context # Activities
20479206 10.1128/aac.01720-09 Human immunodeficiency virus 1 63
19223645 10.1128/aac.01194-08 Homo sapiens 32
19104010 10.1128/aac.00984-08 Human immunodeficiency virus 1 31
20823282 10.1128/aac.00712-10 Plasma 26
24025027 10.1021/jm400674a Human immunodeficiency virus 1 23
19433563 10.1128/aac.01468-08 Homo sapiens 20
21060108 10.1128/aac.01064-10 Human immunodeficiency virus 1 20
20921313 10.1128/aac.00636-10 Homo sapiens 19
18838589 10.1128/aac.01543-07 Homo sapiens 18
18378713 10.1128/aac.00911-07 Human immunodeficiency virus 1 12
19651917 10.1128/aac.00397-09 Human immunodeficiency virus 1 12
20823282 10.1128/aac.00712-10 Homo sapiens 12
18763751 10.1021/jm800245z Human immunodeficiency virus 1 11
20823282 10.1128/aac.00712-10 ADMET 10
19917747 10.1128/aac.01345-09 Human immunodeficiency virus 1 10
20674351 10.1016/j.bmcl.2010.07.042 Human immunodeficiency virus 1 9
18763751 10.1021/jm800245z Canis familiaris 9
24471816 10.1021/jm401902n Human immunodeficiency virus 1 9
18838586 10.1128/aac.00487-08 Homo sapiens 8
18763751 10.1021/jm800245z Rhesus monkey 8

Data from ChEMBL 36 via Core Engine