Compound Detail

CHEMBL3341854

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C=CCOC(=O)[C@]12CC[C@@H](C(=C)C)[C@@H]1[C@H]1CC[C@@H]3[C@@]4(C)CC[C@H](OC(=O)CCc5cn(CC(=O)NCCCC[C@H](NC(=O)CCNC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)[C@H](Cc6cnc[nH]6)NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](Cc6ccc(O)cc6)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(N)=O)NC(C)=O)[C@@H](C)O)[C@@H](C)CC)[C@@H](C)CC)C(N)=O)nn5)C(C)(C)[C@@H]4CC[C@@]3(C)[C@]1(C)CC2

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3341854
Phase	Preclinical
Structure Type	MOL
InChI Key	PVHRDHQISONLPC-WHKHFNMHSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

4002.5

MW (Da)

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C182H286N44O57
MW	4002.54

Activity Summary

EC50 11 meas. best 8.4

IC50 1 meas. best 5.08

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
GP41 CHEMBL3559676	EC50	8.4	7.7167	3.9	3
Human immunodeficiency virus 1 CHEMBL378	EC50	8.37	7.265	4.3	8
GP41 CHEMBL3559676	IC50	5.08	5.08	8310.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	101000.0	ng.hr.mL-1	Rattus norvegicus
Cmax	10093590.57	nM	Rattus norvegicus
MRT	3.18	hr	Rattus norvegicus
T1/2	3.13	hr	Rattus norvegicus
T1/2	0.815	hr	Rattus norvegicus
T1/2	0.598	hr	Rattus norvegicus
T1/2	0.905	hr	-
Vd	0.17	L.kg-1	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
GP41	EC50	=	3.94	nM	8.4	Inhibition of HIV1 gp41-induced cell-cell fusion between viral envelope expressi...	25156906
Human immunodeficiency virus 1	EC50	=	4.28	nM	8.37	Antiviral activity against HIV1 3B infected in human MT2 cells assessed as inhib...	25156906
Human immunodeficiency virus 1	EC50	=	6.9	nM	8.16	Antiviral activity against HIV1 BaL infected in human MT2 cells assessed as inhi...	25156906
GP41	EC50	=	13.0	nM	7.89	Inhibition of HIV1 gp41-induced cell-cell fusion between viral envelope expressi...	25156906
Human immunodeficiency virus 1	EC50	=	29.2	nM	7.54	Antiviral activity against T20-sensitive HIV1 NL4-3 harboring gp41 D36G mutant i...	25156906
Human immunodeficiency virus 1	EC50	=	34.4	nM	7.46	Antiviral activity against T20-resistant HIV1 NL4-3 harboring gp41 D36G/V38A/N42...	25156906
Human immunodeficiency virus 1	EC50	=	135.0	nM	6.87	Antiviral activity against T20-resistant HIV1 NL4-3 harboring gp41 D36G/V38A mut...	25156906
GP41	EC50	=	139.0	nM	6.86	Inhibition of HIV1 gp41-induced cell-cell fusion between viral envelope expressi...	25156906
Human immunodeficiency virus 1	EC50	=	192.0	nM	6.72	Antiviral activity against T20-resistant HIV1 NL4-3 harboring gp41 D36G/N42T/N43...	25156906
Human immunodeficiency virus 1	EC50	=	308.0	nM	6.51	Antiviral activity against T20-resistant HIV1 NL4-3 harboring gp41 D36G/V38A/N42...	25156906
Human immunodeficiency virus 1	EC50	=	322.0	nM	6.49	Antiviral activity against T20-resistant HIV1 NL4-3 harboring gp41 D36G/V38E/N42...	25156906
GP41	IC50	=	8310.0	nM	5.08	Inhibition of HIV1 gp41 NHR assessed as inhibition of 6HB formation by FRET assa...	25156906

Literature References

PubMed	DOI	Target Context	# Activities
25156906	10.1021/jm500763m	Human immunodeficiency virus 1	14
25156906	10.1021/jm500763m	GP41	6
25156906	10.1021/jm500763m	Rattus norvegicus	5
25156906	10.1021/jm500763m	MT2	1
25156906	10.1021/jm500763m	Unchecked	1
25156906	10.1021/jm500763m	Liver	1
25156906	10.1021/jm500763m	Kidney	1
25156906	10.1021/jm500763m	ADMET	1
25156906	10.1021/jm500763m	No relevant target	1

Data from ChEMBL 36 via Core Engine