Compound Detail

CHEMBL3344501

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C/C=C/C[C@@H](C)[C@@H](O)[C@H]1C(=O)N[C@@H](CC)C(=O)N(C)[C@H](C)C(=O)N(C)[C@@H]([C@@H](C)CN2CCN(CCOC)CC2)C(=O)N[C@@H](C(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@H](C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](C(C)C)C(=O)N1C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3344501
Phase	Preclinical
Structure Type	MOL
InChI Key	KQZKQPCMHFSLEK-ZXVPZRJPSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

1344.8

MW (Da)

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C69H125N13O13
MW	1344.84

Activity Summary

IC50 7 meas. best 6.06

Kd 6 meas. best 9.52

EC50 3 meas. best 7.4

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	Kd	9.52	9.52	0.3	1
Peptidyl-prolyl cis-trans isomerase B CHEMBL2075	Kd	9.3	9.11	0.5	2
Peptidyl-prolyl cis-trans isomerase A CHEMBL1949	Kd	9.22	9.07	0.6	2
Peptidyl-prolyl cis-trans isomerase F, mitochondrial CHEMBL3325306	Kd	9.05	9.05	0.9	1
Hepatitis C virus CHEMBL379	EC50	7.4	7.3133	40.0	3
Solute carrier organic anion transporter family member 1B3 CHEMBL1743121	IC50	6.06	6.06	880.0	1
Solute carrier organic anion transporter family member 1B1 CHEMBL1697668	IC50	5.92	5.565	1200.0	2
Bile salt export pump CHEMBL6020	IC50	5.8	5.8	1600.0	1
ATP-dependent translocase ABCB1 CHEMBL4302	IC50	5.2	5.2	6300.0	1
PBMC CHEMBL613107	IC50	4.88	4.88	13200.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	78538.66	ng.hr.mL-1	Rattus norvegicus
AUC	7800.07	ng.hr.mL-1	Rattus norvegicus
AUC	29720.96	ng.hr.mL-1	Canis lupus familiaris
AUC	1210.36	ng.hr.mL-1	Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	Kd	=	0.3	nM	9.52	Surface Plasmon Resonance (SPR) Assay: Binding of inhibitors to expressed cyclop...	-
Peptidyl-prolyl cis-trans isomerase B	Kd	=	0.5	nM	9.3	Surface Plasmon Resonance (SPR) Assay: Binding of inhibitors to expressed cyclop...	-
Peptidyl-prolyl cis-trans isomerase A	Kd	=	0.6	nM	9.22	Surface Plasmon Resonance (SPR) Assay: Binding of inhibitors to expressed cyclop...	-
Peptidyl-prolyl cis-trans isomerase F, mitochondrial	Kd	=	0.9	nM	9.05	Binding affinity to human cyclophilin F by surface plasmon resonance method	25310383
Peptidyl-prolyl cis-trans isomerase A	Kd	=	1.2	nM	8.92	Binding affinity to human cyclophilin A by surface plasmon resonance method	25310383
Peptidyl-prolyl cis-trans isomerase B	Kd	=	1.2	nM	8.92	Binding affinity to human cyclophilin B by surface plasmon resonance method	25310383
Hepatitis C virus	EC50	=	40.0	nM	7.4	Antiviral activity against HCV subtype 1b in human Huh7.5 cells expressing subge...	25310383
Hepatitis C virus	EC50	=	42.0	nM	7.38	Antiviral activity against HCV subtype 1b in human Huh7.5 cells expressing subge...	25310383
Hepatitis C virus	EC50	=	70.0	nM	7.16	Antiviral activity against HCV subtype 1a in human Huh7.5 cells expressing subge...	25310383
Solute carrier organic anion transporter family member 1B3	IC50	=	880.0	nM	6.06	Inhibition of OATP1B3 (unknown origin) expressed in HEK293 cells using [3H]estra...	25310383
Solute carrier organic anion transporter family member 1B1	IC50	=	1200.0	nM	5.92	Inhibition of OATP1B1 (unknown origin) expressed in HEK293 cells using [3H]estra...	25310383
Bile salt export pump	IC50	=	1600.0	nM	5.8	Inhibition of BSEP (unknown origin) expressed in HEK293 cells using [3H]taurocho...	25310383
Solute carrier organic anion transporter family member 1B1	IC50	=	6100.0	nM	5.21	Inhibition of OATP1B1 (unknown origin) expressed in CHO cells using 8-fluorescei...	25310383
ATP-dependent translocase ABCB1	IC50	=	6300.0	nM	5.2	Inhibition of MDR1 (unknown origin) expressed in MDA T0.3 cells using rhodamine ...	25310383
PBMC	IC50	=	13200.0	nM	4.88	Cytotoxicity against PHA-stimulated human PBMC by 5-bromo-2'-deoxyuridine incorp...	25310383

Literature References

PubMed	DOI	Target Context	# Activities
25310383	10.1021/jm500862r	Hepatitis C virus	3
25310383	10.1021/jm500862r	Solute carrier organic anion transporter family member 1B1	2
25310383	10.1021/jm500862r	No relevant target	2
25310383	10.1021/jm500862r	Cytochrome P450 3A4	2
25310383	10.1021/jm500862r	Plasma	2
25310383	10.1021/jm500862r	ADMET	1
25310383	10.1021/jm500862r	Blood	1
25310383	10.1021/jm500862r	ATP-dependent translocase ABCB1	1
25310383	10.1021/jm500862r	Broad substrate specificity ATP-binding cassette transporter ABCG2	1
25310383	10.1021/jm500862r	Bile salt export pump	1
25310383	10.1021/jm500862r	ATP-binding cassette sub-family C member 2	1
25310383	10.1021/jm500862r	Solute carrier organic anion transporter family member 1B3	1
25310383	10.1021/jm500862r	PBMC	1
25310383	10.1021/jm500862r	MT4	1
25310383	10.1021/jm500862r	Peptidyl-prolyl cis-trans isomerase F, mitochondrial	1
25310383	10.1021/jm500862r	Peptidyl-prolyl cis-trans isomerase B	1
25310383	10.1021/jm500862r	Cytochrome P450 2C19	1
25310383	10.1021/jm500862r	Cytochrome P450 2D6	1
25310383	10.1021/jm500862r	Cytochrome P450 2C8	1
25310383	10.1021/jm500862r	Peptidyl-prolyl cis-trans isomerase A	1

Data from ChEMBL 36 via Core Engine