N-Cyclopropyl-3'-[5-oxo-4-(quinolin-5-ylamino)-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl]biphenyl-3-carboxamide

ID: ALA4074883

Chembl Id: CHEMBL4074883

PubChem CID: 53492818

Max Phase: Preclinical

Molecular Formula: C33H27N5O2

Molecular Weight: 525.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC1CC1)c1cccc(-c2cccc(-c3cc(Nc4cccc5ncccc45)c4c(n3)CCNC4=O)c2)c1

Standard InChI:  InChI=1S/C33H27N5O2/c39-32(36-24-12-13-24)23-8-2-6-21(18-23)20-5-1-7-22(17-20)29-19-30(31-28(38-29)14-16-35-33(31)40)37-27-11-3-10-26-25(27)9-4-15-34-26/h1-11,15,17-19,24H,12-14,16H2,(H,35,40)(H,36,39)(H,37,38)

Standard InChI Key:  XSVZLSNCQIYEGH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4074883

   N-cyclopropyl-3-[3-[5-oxo-4-(quinolin-5-ylamino)-7,8-dihydro-6H-1,6-naphthyridin-2-yl]phenyl]benzamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 525.61

Molecular Weight (Monoisotopic): 525.2165

AlogP: 5.89

#Rotatable Bonds: 6

Polar Surface Area: 96.01

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.82

CX Basic pKa: 5.57

CX LogP: 6.02

CX LogD: 6.01

Aromatic Rings: 5

Heavy Atoms: 40

QED Weighted: 0.26

Np Likeness Score: -0.81

References

1. Roberts RS, Sevilla S, Ferrer M, Taltavull J, Hernández B, Segarra V, Gràcia J, Lehner MD, Gavaldà A, Andrés M, Cabedo J, Vilella D, Eichhorn P, Calama E, Carcasona C, Miralpeix M..  (2018)  4-Amino-7,8-dihydro-1,6-naphthyridin-5(6 H)-ones as Inhaled Phosphodiesterase Type 4 (PDE4) Inhibitors: Structural Biology and Structure-Activity Relationships.,  61  (6): [PMID:29502405] [10.1021/acs.jmedchem.7b01751]

Source

Source(1):

• Scientific Literature