4-(N,5-Dimethyl-3-phenylisoxazole-4-carboxamido)benzoic acid

ID: ALA4556312

PubChem CID: 155557146

Max Phase: Preclinical

Molecular Formula: C19H16N2O4

Molecular Weight: 336.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1onc(-c2ccccc2)c1C(=O)N(C)c1ccc(C(=O)O)cc1

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

Standard InChI Key:  YRGFNUKTVBILLW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    3.5009  -20.9746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9137  -21.6847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7166  -21.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8037  -20.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0502  -20.3659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5102  -20.2838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5077  -19.4666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2191  -20.6902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8763  -19.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4835  -19.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3115  -18.2223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5328  -17.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9260  -18.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1011  -19.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3241  -22.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9256  -20.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6330  -20.6876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3389  -20.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3369  -19.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6229  -19.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9199  -19.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2217  -21.5074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0428  -19.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7523  -19.4532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0392  -18.2305    0.0000 O   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
  4  6  1  0
  6  7  2  0
  6  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  5  9  1  0
  3 15  1  0
  8 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
  8 22  1  0
 19 23  1  0
 23 24  1  0
 23 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4556312

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

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: 3.62

#Rotatable Bonds: 4

Polar Surface Area: 83.64

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.14

CX Basic pKa: ┄

CX LogP: 3.18

CX LogD: 0.11

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.79

Np Likeness Score: -1.33

References

1. Jumppanen M, Kinnunen SM, Välimäki MJ, Talman V, Auno S, Bruun T, Boije Af Gennäs G, Xhaard H, Aumüller IB, Ruskoaho H, Yli-Kauhaluoma J..  (2019)  Synthesis, Identification, and Structure-Activity Relationship Analysis of GATA4 and NKX2-5 Protein-Protein Interaction Modulators.,  62  (17): [PMID:31431011] [10.1021/acs.jmedchem.9b01086]

Source

Source(1):

• Scientific Literature