Compound Detail

CHEMBL4070180

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CCCCCOC(=O)C[C@H](NP(=O)(CO[C@H](CF)Cn1cnc2c(N)ncnc21)Oc1ccccc1)C(=O)OCCCCC

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4070180
Phase	Preclinical
Structure Type	MOL
InChI Key	VMYQORQZLQALHO-NYIIOQQKSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

636.7

MW (Da)

4.81

ALogP

HBA

HBD

169.8

PSA (Å²)

0.09

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C29H42FN6O7P
MW	636.66
Aromatic Rings	3
Heavy Atoms	44
NP-Likeness	-0.19

Activity Summary

EC50 10 meas. best 8.4

IC50 2 meas. best 8.52

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Human immunodeficiency virus 1 CHEMBL378	IC50	8.52	8.09	3.0	2
Human immunodeficiency virus 1 CHEMBL378	EC50	8.4	7.6725	4.0	4
Hepatitis B virus CHEMBL613497	EC50	8.0	7.85	10.0	2
Human alphaherpesvirus 3 CHEMBL613132	EC50	7.3	7.27	50.0	2
Human betaherpesvirus 5 CHEMBL371	EC50	5.4	5.3	3970.0	2

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	1.483	hr	Homo sapiens
T1/2	0.03333	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Human immunodeficiency virus 1	IC50	=	3.0	nM	8.52	Antiviral activity against CXCR4-tropic HIV-1 NL4-3 infected in human PHA-stimul...	28682067
Human immunodeficiency virus 1	EC50	=	4.0	nM	8.4	Antiviral activity against CCR5 tropic HIV1 BaL infected in human TZM-bl cells a...	28682067
Hepatitis B virus	EC50	=	10.0	nM	8.0	Antiviral activity against HBV ayw1 infected in human HepG2(2.2.15) cells assess...	28682067
Human immunodeficiency virus 1	EC50	=	10.0	nM	8.0	Antiviral activity against CXCR4-tropic HIV-1 NL4-3 infected in human TZM-bl cel...	28682067
Hepatitis B virus	EC50	=	20.0	nM	7.7	Antiviral activity against HBV ayw1 infected in human HepG2(2.2.15) cells assess...	28682067
Human immunodeficiency virus 1	IC50	=	22.0	nM	7.66	Antiviral activity against CCR5 tropic HIV1 BaL infected in human PHA-stimulated...	28682067
Human immunodeficiency virus 1	EC50	=	30.0	nM	7.52	Antiviral activity against CXCR4-tropic HIV-1 NL4-3 infected in human MT4 cells ...	28682067
Human alphaherpesvirus 3	EC50	=	50.0	nM	7.3	Antiviral activity against thymidine kinase expressing Varicella-Zoster virus Ok...	28682067
Human alphaherpesvirus 3	EC50	=	57.0	nM	7.24	Antiviral activity against thymidine kinase deficient Varicella-Zoster virus 07-...	28682067
Human immunodeficiency virus 1	EC50	=	170.0	nM	6.77	Antiviral activity against tenofovir-resistant CXCR4-tropic HIV-1 NL4-3 harborin...	28682067
Human betaherpesvirus 5	EC50	=	3970.0	nM	5.4	Antiviral activity against Human cytomegalovirus AD169 infected in HEL cells ass...	28682067
Human betaherpesvirus 5	EC50	=	6280.0	nM	5.2	Antiviral activity against HCMV Davis strain infected in HEL cells assessed as i...	28682067

Literature References

PubMed	DOI	Target Context	# Activities
28682067	10.1021/acs.jmedchem.7b00416	Unchecked	10
28682067	10.1021/acs.jmedchem.7b00416	Human immunodeficiency virus 1	9
28682067	10.1021/acs.jmedchem.7b00416	Hepatitis B virus	4
28682067	10.1021/acs.jmedchem.7b00416	Human alphaherpesvirus 3	4
28682067	10.1021/acs.jmedchem.7b00416	No relevant target	3
28682067	10.1021/acs.jmedchem.7b00416	Human betaherpesvirus 5	2
28682067	10.1021/acs.jmedchem.7b00416	HEL	2
28682067	10.1021/acs.jmedchem.7b00416	MT4	1
28682067	10.1021/acs.jmedchem.7b00416	TZM	1
28682067	10.1021/acs.jmedchem.7b00416	PBMC	1
28682067	10.1021/acs.jmedchem.7b00416	HepG2 2.2.15	1
28682067	10.1021/acs.jmedchem.7b00416	Plasma	1
28682067	10.1021/acs.jmedchem.7b00416	Liver	1

Data from ChEMBL 36 via Core Engine