4-(5-(o-tolyl)-1,3,4-oxadiazol-2-yl)benzoic acid

ID: ALA4779523

Cas Number: 924020-62-2

PubChem CID: 16227570

Max Phase: Preclinical

Molecular Formula: C16H12N2O3

Molecular Weight: 280.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccccc1-c1nnc(-c2ccc(C(=O)O)cc2)o1

Standard InChI:  InChI=1S/C16H12N2O3/c1-10-4-2-3-5-13(10)15-18-17-14(21-15)11-6-8-12(9-7-11)16(19)20/h2-9H,1H3,(H,19,20)

Standard InChI Key:  KURXZGZYBDHSQZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   11.2494  -12.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2483  -13.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9563  -13.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6660  -13.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6631  -12.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9545  -11.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3671  -11.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1149  -12.2650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6594  -11.6556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2481  -10.9494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4495  -11.1224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4724  -11.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8060  -12.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6182  -12.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0969  -11.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7576  -11.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9464  -11.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9521  -11.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9101  -11.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2463  -12.7304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3870  -11.3220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  2  0
  5  7  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  6 18  1  0
 15 19  1  0
 19 20  2  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4779523

   4-[5-(2-Methylphenyl)-1,3,4-oxadiazol-2-yl]benzoic acid

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: 280.28

Molecular Weight (Monoisotopic): 280.0848

AlogP: 3.41

#Rotatable Bonds: 3

Polar Surface Area: 76.22

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.70

CX Basic pKa: ┄

CX LogP: 3.18

CX LogD: -0.13

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.80

Np Likeness Score: -0.95

References

1. Pibiri I,Lentini L,Melfi R,Tutone M,Baldassano S,Ricco Galluzzo P,Di Leonardo A,Pace A.  (2018)  Rescuing the CFTR protein function: Introducing 1,3,4-oxadiazoles as translational readthrough inducing drugs.,  159  [PMID:30278331] [10.1016/j.ejmech.2018.09.057]

Source

Source(1):

• Scientific Literature