2-phenyl-N-(1H-tetrazol-5-yl)quinoline-4-carboxamide

ID: ALA5283717

Max Phase: Preclinical

Molecular Formula: C17H12N6O

Molecular Weight: 316.32

Names and Identifiers

Canonical SMILES:  O=C(Nc1nnn[nH]1)c1cc(-c2ccccc2)nc2ccccc12

Standard InChI:  InChI=1S/C17H12N6O/c24-16(19-17-20-22-23-21-17)13-10-15(11-6-2-1-3-7-11)18-14-9-5-4-8-12(13)14/h1-10H,(H2,19,20,21,22,23,24)

Standard InChI Key:  OGLPTKDFYXRGBE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   -2.4881   -0.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4881   -1.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7747   -1.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0677   -1.4772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0677   -0.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7765   -0.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3580   -0.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556   -0.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556   -1.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3529   -1.8895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0673   -1.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0673   -2.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7808   -3.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4881   -2.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4881   -1.8851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7790   -1.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3580    0.5753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0696    0.9861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3535    0.9861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3535    1.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3579    2.2187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1733    3.0367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6246    3.1172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9554    2.3605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  5  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
  4 10  1  0
 11  9  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 11  2  0
  7 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 21 20  1  0
 21 22  1  0
 22 23  2  0
 24 23  1  0
 20 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5283717

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 316.32

Molecular Weight (Monoisotopic): 316.1073

AlogP: 2.67

#Rotatable Bonds: 3

Polar Surface Area: 96.45

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.89

CX Basic pKa: 0.99

CX LogP: 3.11

CX LogD: 1.58

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.61

Np Likeness Score: -1.92

References

1. Sheth G, Shah SR, Sengupta P, Jarag T, Chimanwala S, Sairam KVVM, Jain V, Talwar R, Dhanave A, Raviya M, Menon S, Trivedi S, Chitturi TR..  (2023)  In the Quest for Potent and Selective Malic Enzyme 3 Inhibitors for the Treatment of Pancreatic Ductal Adenocarcinoma.,  14  (1.0): [PMID:36655126] [10.1021/acsmedchemlett.2c00369]

Source

Source(1):

• Scientific Literature