Compound Detail

CHEMBL5180169

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CC1=C(C(=O)O[C@H](C)c2ccccc2)C(c2ccc3c(cnn3C)c2)C(C(=O)O[C@H](C)c2ccccc2)=C(C)N1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5180169
Phase	Preclinical
Structure Type	MOL
InChI Key	MINIPTTTZPEEKT-DHIUTWEWSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

535.6

MW (Da)

6.42

ALogP

HBA

HBD

82.5

PSA (Å²)

0.28

QED

Ro5 Violations

Rot. Bonds

Drug Information

Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C33H33N3O4
MW	535.64
Aromatic Rings	4
Heavy Atoms	40
NP-Likeness	-0.72

Activity Summary

IC50 11 meas. best 8.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1C CHEMBL4619	IC50	8.0	8.0	10.0	1
Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1A CHEMBL3421	IC50	6.84	6.84	145.0	1
Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B CHEMBL4425	IC50	6.45	6.45	354.0	1
3',5'-cyclic-AMP phosphodiesterase 4B CHEMBL275	IC50	6.21	6.21	619.0	1
3',5'-cyclic-AMP phosphodiesterase 4D CHEMBL288	IC50	6.02	6.02	948.0	1
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A CHEMBL4409	IC50	5.88	5.88	1310.0	1
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A CHEMBL3012	IC50	5.85	5.85	1400.0	1
cGMP-specific 3',5'-cyclic phosphodiesterase CHEMBL1827	IC50	5.74	5.74	1810.0	1
Cytochrome P450 2C19 CHEMBL3622	IC50	5.41	5.41	3900.0	1
Cytochrome P450 2C9 CHEMBL3397	IC50	5.34	5.34	4600.0	1
cGMP-dependent 3',5'-cyclic phosphodiesterase CHEMBL2652	IC50	5.29	5.29	5130.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	4559.0	ng.hr.mL-1	Rattus norvegicus
AUC	4589.0	ng.hr.mL-1	Rattus norvegicus
CL	18.4	mL.min-1.kg-1	Rattus norvegicus
Cmax	5287.13	nM	Rattus norvegicus
T1/2	3.67	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1C	IC50	=	10.0	nM	8.0	Inhibition of PDE1C (147 to 531 residues) (unknown origin) expressed in Escheric...	35666471
Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1A	IC50	=	145.0	nM	6.84	Inhibition of PDE1A (142 to 552 residues) (unknown origin) expressed in Escheric...	35666471
Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B	IC50	=	354.0	nM	6.45	Inhibition of PDE1B (10 to 487 residues) (unknown origin) expressed in Escherich...	35666471
3',5'-cyclic-AMP phosphodiesterase 4B	IC50	=	619.0	nM	6.21	Inhibition of PDE4B2 (152 to 487 residues) (unknown origin) expressed in Escheri...	35666471
3',5'-cyclic-AMP phosphodiesterase 4D	IC50	=	948.0	nM	6.02	Inhibition of PDE4D2 (86 to 413 residues) (unknown origin) expressed in Escheric...	35666471
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	IC50	=	1310.0	nM	5.88	Inhibition of PDE10A (449 to 770 residues) (unknown origin) expressed in Escheri...	35666471
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A	IC50	=	1400.0	nM	5.85	Inhibition of PDE7A1 (130-482 residues) (unknown origin) expressed in Escherichi...	35666471
cGMP-specific 3',5'-cyclic phosphodiesterase	IC50	=	1810.0	nM	5.74	Inhibition of PDE5A1 (535 to 860 residues) (unknown origin) expressed in Escheri...	35666471
Cytochrome P450 2C19	IC50	=	3900.0	nM	5.41	Inhibition of CYP2C19 in human liver microsomes at 25 uM in the presence of NADP...	35666471
Cytochrome P450 2C9	IC50	=	4600.0	nM	5.34	Inhibition of CYP2C9 in human liver microsomes at 25 uM in the presence of NADPH	35666471
cGMP-dependent 3',5'-cyclic phosphodiesterase	IC50	=	5130.0	nM	5.29	Inhibition of PDE2A (580 to 919 residues) (unknown origin) expressed in Escheric...	35666471

Literature References

PubMed	DOI	Target Context	# Activities
35666471	10.1021/acs.jmedchem.2c00458	Rattus norvegicus	19
35666471	10.1021/acs.jmedchem.2c00458	Unchecked	19
35666471	10.1021/acs.jmedchem.2c00458	ADMET	8
35666471	10.1021/acs.jmedchem.2c00458	cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A	2
35666471	10.1021/acs.jmedchem.2c00458	High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8A	2
35666471	10.1021/acs.jmedchem.2c00458	High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	2
35666471	10.1021/acs.jmedchem.2c00458	Voltage-gated inwardly rectifying potassium channel KCNH2	1
35666471	10.1021/acs.jmedchem.2c00458	Cytochrome P450 2C9	1
35666471	10.1021/acs.jmedchem.2c00458	Cytochrome P450 3A4	1
35666471	10.1021/acs.jmedchem.2c00458	Cytochrome P450 2D6	1
35666471	10.1021/acs.jmedchem.2c00458	Cytochrome P450 1A2	1
35666471	10.1021/acs.jmedchem.2c00458	L-type calcium channel alpha-1c/beta-2/alpha2delta-1	1
35666471	10.1021/acs.jmedchem.2c00458	cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	1
35666471	10.1021/acs.jmedchem.2c00458	High affinity 3',5'-cyclic-AMP phosphodiesterase 7A	1
35666471	10.1021/acs.jmedchem.2c00458	cGMP-specific 3',5'-cyclic phosphodiesterase	1
35666471	10.1021/acs.jmedchem.2c00458	3',5'-cyclic-AMP phosphodiesterase 4B	1
35666471	10.1021/acs.jmedchem.2c00458	cGMP-dependent 3',5'-cyclic phosphodiesterase	1
35666471	10.1021/acs.jmedchem.2c00458	Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B	1
35666471	10.1021/acs.jmedchem.2c00458	Dual specificity calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1A	1
35666471	10.1021/acs.jmedchem.2c00458	3',5'-cyclic-AMP phosphodiesterase 4D	1

Data from ChEMBL 36 via Core Engine