N-(3-chloro-4-cyanophenyl)-5-methyl-3-phenylisoxazole-4-carboxamide

ID: ALA4061938

Cas Number: 871088-44-7

PubChem CID: 8002400

Max Phase: Preclinical

Molecular Formula: C18H12ClN3O2

Molecular Weight: 337.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1onc(-c2ccccc2)c1C(=O)Nc1ccc(C#N)c(Cl)c1

Standard InChI:  InChI=1S/C18H12ClN3O2/c1-11-16(17(22-24-11)12-5-3-2-4-6-12)18(23)21-14-8-7-13(10-20)15(19)9-14/h2-9H,1H3,(H,21,23)

Standard InChI Key:  OSQTWMZEAMWPED-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    7.4083   -9.7939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2255   -9.7939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4799   -9.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8169   -8.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1582   -9.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2574   -8.7658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8157   -7.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5228   -7.3082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1074   -7.3104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5215   -6.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2277   -6.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2268   -5.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5179   -4.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8085   -5.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8129   -6.0881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3809   -8.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2139   -7.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4374   -7.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8294   -8.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0031   -9.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7794   -9.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5156   -4.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9341   -4.8580    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.5133   -3.2246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  3  6  1  0
  4  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  5 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 13 22  1  0
 12 23  1  0
 22 24  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4061938

   N-(3-chloro-4-cyanophenyl)-5-methyl-3-phenyl-1,2-oxazole-4-carboxamide

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: 337.77

Molecular Weight (Monoisotopic): 337.0618

AlogP: 4.43

#Rotatable Bonds: 3

Polar Surface Area: 78.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.21

CX Basic pKa: ┄

CX LogP: 4.12

CX LogD: 4.12

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -2.22

References

1. Välimäki MJ, Tölli MA, Kinnunen SM, Aro J, Serpi R, Pohjolainen L, Talman V, Poso A, Ruskoaho HJ..  (2017)  Discovery of Small Molecules Targeting the Synergy of Cardiac Transcription Factors GATA4 and NKX2-5.,  60  (18): [PMID:28858485] [10.1021/acs.jmedchem.7b00816]

Source

Source(1):

• Scientific Literature