Methyl 7-{[2-(Methylcarbamoyl)pyridin-4-yl]oxy}]-2-naphthoate

ID: ALA4094501

PubChem CID: 132022577

Max Phase: Preclinical

Molecular Formula: C19H16N2O4

Molecular Weight: 336.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)c1cc(Oc2ccc3ccc(C(=O)OC)cc3c2)ccn1

Standard InChI:  InChI=1S/C19H16N2O4/c1-20-18(22)17-11-16(7-8-21-17)25-15-6-5-12-3-4-13(19(23)24-2)9-14(12)10-15/h3-11H,1-2H3,(H,20,22)

Standard InChI Key:  CRINGADUEDEYHJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   15.3732   -6.9734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3732   -7.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6641   -8.1992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6641   -9.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0782   -8.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7872   -7.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4922   -8.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2013   -7.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9104   -8.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6195   -7.7906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3244   -8.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0335   -7.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7385   -8.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4476   -7.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1567   -8.1992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1567   -9.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4476   -6.9734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7385   -9.0164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0335   -9.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3244   -9.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9104   -9.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2013   -9.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4922   -9.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7872   -9.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0782   -9.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 13 18  2  0
 18 19  1  0
 19 20  2  0
 11 20  1  0
  9 21  2  0
 21 22  1  0
 22 23  2  0
  7 23  1  0
 23 24  1  0
 24 25  2  0
  5 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4094501

   ---

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: 336.35

Molecular Weight (Monoisotopic): 336.1110

AlogP: 3.17

#Rotatable Bonds: 4

Polar Surface Area: 77.52

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 14.00

CX Basic pKa: 3.03

CX LogP: 2.71

CX LogD: 2.71

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -0.57

References

1. Kim J, Jung YK, Kim C, Shin JS, Scheers E, Lee JY, Han SB, Lee CK, Neyts J, Ha JD, Jung YS..  (2017)  A Novel Series of Highly Potent Small Molecule Inhibitors of Rhinovirus Replication.,  60  (13): [PMID:28581749] [10.1021/acs.jmedchem.7b00175]

Source

Source(1):

• Scientific Literature