Compound Detail

CHEMBL5483011

INDINAVIR

🧪 Phase III

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🧪 Phase III

CC(C)(C)NC(=O)[C@@H]1CN(Cc2cccnc2)CCN1C[C@@H](O)C[C@@H](Cc1ccccc1)C(=O)N[C@H]1c2ccccc2C[C@H]1O.O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5483011
Name	INDINAVIR
Phase	Phase III
Structure Type	MOL
InChI Key	XTYSXGHMTNTKFH-BDEHJDMKSA-N
Therapeutic	✓ Yes
Parent Compound	CHEMBL115
Active Moiety	CHEMBL115

Known Names

Indinavir Indinavir monohydrate Indinavir system suitability

Targets

240

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

613.8

MW (Da)

2.87

ALogP

HBA

HBD

118.0

PSA (Å²)

0.26

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

USAN Stem	-vir
USAN Year	1997

Extended Properties

Molecular Formula	C36H49N5O5
MW	631.82
Aromatic Rings	3
Heavy Atoms	45
NP-Likeness	-0.42

Indications

Virus Diseases Acquired Immunodeficiency Syndrome HIV Infections Sarcoma, Kaposi

ATC Classification

J05AE02

indinavir

Level 1: ANTIINFECTIVES FOR SYSTEMIC USE

Level 2: ANTIVIRALS FOR SYSTEMIC USE

Activity Summary

IC50 119 meas. best 9.44

EC50 68 meas. best 10.3

Ki 48 meas. best 10.15

Kd 5 meas. best 8.97

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Human immunodeficiency virus 1 CHEMBL378	EC50	10.3	7.0527	0.1	55
Human immunodeficiency virus type 1 protease CHEMBL243	Ki	10.15	8.7182	0.1	28
Protease CHEMBL2366517	Ki	9.92	9.2238	0.1	8
Human immunodeficiency virus type 1 protease CHEMBL243	IC50	9.44	8.2729	0.4	34
HIV protease CHEMBL3638323	Ki	9.42	9.42	0.4	1
Protease CHEMBL2366517	IC50	9.4	9.2267	0.4	3
Human immunodeficiency virus type 1 protease CHEMBL243	Kd	8.97	8.97	1.1	2
Protease CHEMBL2366517	Kd	8.92	8.68	1.2	3
Human rhinovirus A protease CHEMBL2857	Ki	8.48	8.48	3.3	1
Human immunodeficiency virus 2 CHEMBL380	IC50	8.4	6.6263	4.0	27
NON-PROTEIN TARGET CHEMBL3879801	IC50	8.3	8.3	5.0	1
Unchecked CHEMBL612545	Ki	8.15	6.7438	7.0	8
Human immunodeficiency virus 1 CHEMBL378	IC50	7.85	7.2532	14.0	19
Human immunodeficiency virus 2 CHEMBL380	EC50	7.66	7.3956	22.0	9
MT4 CHEMBL388	IC50	7.4	6.8114	40.0	7
Human immunodeficiency virus CHEMBL613758	EC50	7.36	7.36	44.0	1
Unchecked CHEMBL612545	IC50	7.36	7.285	43.6	2
Human immunodeficiency virus CHEMBL613758	IC50	7.3	6.7133	50.0	3
Cytochrome P450 3A4 CHEMBL340	IC50	6.82	6.736	150.0	5
Cytochrome P450 3A4 CHEMBL340	Ki	6.32	6.32	480.0	1
Multidrug and toxin extrusion protein 1 CHEMBL1743126	IC50	5.77	5.5333	1700.0	3
Substance-K receptor CHEMBL2327	Ki	5.77	5.77	1700.0	1
Thromboxane-A synthase CHEMBL1835	IC50	5.73	5.73	1851.0	1
PBMC CHEMBL613107	EC50	5.52	5.15	3000.0	2
Plasmodium yoelii yoelii CHEMBL612328	IC50	5.3	5.3	5000.0	1
Substance-K receptor CHEMBL2327	IC50	5.29	5.29	5101.0	1
Plasmodium falciparum CHEMBL364	IC50	5.22	5.22	6030.0	1
Multidrug and toxin extrusion protein 2 CHEMBL1743127	IC50	5.11	5.11	7800.0	1
Bile salt export pump CHEMBL6020	IC50	4.67	4.67	21200.0	3
ATP-dependent translocase ABCB1 CHEMBL4302	IC50	4.36	4.36	44000.0	1
Trypanosoma brucei rhodesiense CHEMBL612348	IC50	4.32	4.32	48190.0	1
Solute carrier family 22 member 1 CHEMBL2073670	IC50	4.21	4.21	61700.0	1
ATP-binding cassette sub-family C member 3 CHEMBL5918	IC50	4.08	4.08	83000.0	1
Trypanosoma cruzi CHEMBL368	IC50	4.03	4.03	93550.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	7672.5	ng.hr.mL-1	Canis lupus familiaris
AUC	7672.5	ng.hr.mL-1	Canis lupus familiaris
AUC	188.44	ng.hr.mL-1	Canis lupus familiaris
AUC	7672.5	ng.hr.mL-1	Canis lupus familiaris
AUC	7650.0	ng.hr.mL-1	Homo sapiens
AUC	23816.67	ng.hr.mL-1	Homo sapiens
AUC	27713.07	ng.hr.mL-1	Homo sapiens
CL	50.0	mL.min-1.kg-1	Homo sapiens
CL	16.0	mL.min-1.kg-1	Canis lupus familiaris
CL	49.5	mL.min-1.kg-1	Homo sapiens
CL	50.0	mL.min-1.kg-1	Homo sapiens
CL	18.0	mL.min-1.kg-1	Homo sapiens
CL	18.0	mL.min-1.kg-1	Homo sapiens
CL	10.23	uL.min-1.(10^6cells)-1	Homo sapiens
CL	53.7	uL.min-1.(10^6cells)-1	Rattus norvegicus
Cmax	11400.0	nM	Canis lupus familiaris
Cmax	11400.0	nM	Canis lupus familiaris
Cmax	358.0	nM	Canis lupus familiaris
Cmax	11400.0	nM	Canis lupus familiaris
Cmax	11400.0	nM	Canis lupus familiaris
Cmax	12000.0	nM	-
Cmax	11400.0	nM	Canis lupus familiaris
Cmax	7119.58	nM	Homo sapiens
Cmax	15102.64	nM	Homo sapiens
Cmax	11730.0	nM	Homo sapiens
F	72.0	%	Canis lupus familiaris
F	71.6	%	Canis lupus familiaris
F	90.0	%	Canis lupus familiaris
F	76.0	%	Rattus norvegicus
Fu	0.36	-	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Human immunodeficiency virus 1	EC50	=	0.05	nM	10.3	Antiviral activity against HIV1 NL4-3 infected in human MT2 cells assessed as in...	20660667
Human immunodeficiency virus type 1 protease	Ki	=	0.07	nM	10.15	Inhibition of HIV-1 Protease activity	15013001
Human immunodeficiency virus type 1 protease	Ki	=	0.07	nM	10.15	Inhibition of HIV protease	10866371
Human immunodeficiency virus type 1 protease	Ki	=	0.07	nM	10.15	Potency to inhibit HIV-1 protease	15482948
Protease	Ki	=	0.12	nM	9.92	Inhibition of wild-type HIV1 BH10 protease expressed in Escherichia coli by spec...	18598016
Human immunodeficiency virus type 1 protease	Ki	=	0.24	nM	9.62	Dissociation constant obtained by inhibition of Wild-type protease	10978186
Human immunodeficiency virus type 1 protease	Ki	=	0.28	nM	9.55	Inhibitory activity against HIV-1 protease	12699395
Protease	Ki	=	0.3	nM	9.52	Inhibition of HIV1 protease expressed in Escherichia coli by fluorometric assay	19961222
Human immunodeficiency virus type 1 protease	Ki	=	0.31	nM	9.51	Inhibition constant against HIV-1 Protease	12459011
Human immunodeficiency virus type 1 protease	Ki	=	0.31	nM	9.51	Inhibition constant for human immunodeficiency virus type 1 protease	15537350
Human immunodeficiency virus type 1 protease	IC50	=	0.36	nM	9.44	Inhibitory activity against isolated wild-type HIV1 protease	16298527
Human immunodeficiency virus type 1 protease	IC50	=	0.36	nM	9.44	Inhibitory activity against HIV-1 protease was determined	12723947
Human immunodeficiency virus type 1 protease	Ki	=	0.36	nM	9.44	Binding affinity to HIV1 protease assessed as inhibition constant using Val-Ser-...	26799988
Human immunodeficiency virus type 1 protease	IC50	=	0.36	nM	9.44	Inhibition of HIV-1 protease	9258349
Human immunodeficiency virus type 1 protease	Ki	=	0.37	nM	9.43	Binding affinity to inhibit the purified wild-type HIV-1 Protease	9003516
Human immunodeficiency virus type 1 protease	Ki	=	0.37	nM	9.43	Inhibitory activity against HIV-1 protease	8863807
Human immunodeficiency virus type 1 protease	Ki	=	0.37	nM	9.43	Affinity against HIV protease	9406598
HIV protease	Ki	=	0.38	nM	9.42	Inhibition of recombinant HIV protease expressed in inclusion bodies of Escheric...	29039662
Protease	IC50	=	0.4	nM	9.4	Inhibition of HIV1 protease	18829317
Human immunodeficiency virus type 1 protease	IC50	=	0.41	nM	9.39	Inhibition of Human Immunodeficiency virus-1 protease	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL3885881	Rattus norvegicus	261
17638694	10.1128/aac.00149-07	Human immunodeficiency virus 1	53
18227188	10.1128/aac.01284-07	Human immunodeficiency virus 2	36
17101675	10.1128/aac.00690-06	Human immunodeficiency virus 1	33
18955518	10.1128/aac.00689-08	Human immunodeficiency virus 1	33
17371811	10.1128/aac.01413-06	Human immunodeficiency virus 1	24
16472241	10.2174/1570163043334794	Hepatotoxicity	18
17981045	10.1016/j.bmc.2007.10.062	Human immunodeficiency virus 1	17
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
19746963	10.1021/jm900695w	Human immunodeficiency virus 1	13
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
16913714	10.1021/jm060561m	Human immunodeficiency virus 1	11
16298527	10.1016/j.bmcl.2005.11.011	Human immunodeficiency virus 1	11
17158945	10.1128/aac.00420-06	Homo sapiens	10
17576848	10.1128/aac.00146-07	Human immunodeficiency virus 2	10
21051535	10.1124/dmd.110.034629	ADMET	9
18212102	10.1128/aac.01132-07	Human immunodeficiency virus 1	9
19473017	10.1021/jm900303m	Human immunodeficiency virus 1	9
17116674	10.1128/aac.00870-06	Human immunodeficiency virus 2	9
18783203	10.1021/jm8004543	Human immunodeficiency virus 1	8

Data from ChEMBL 36 via Core Engine