4-((5-(Pyridin-4-yl)-1,3,4-thiadiazol-2-yl)carbamoyl)quinoline-2-carboxylic Acid

ID: ALA3613462

PubChem CID: 122189016

Max Phase: Preclinical

Molecular Formula: C18H11N5O3S

Molecular Weight: 377.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(C(=O)Nc2nnc(-c3ccncc3)s2)c2ccccc2n1

Standard InChI:  InChI=1S/C18H11N5O3S/c24-15(21-18-23-22-16(27-18)10-5-7-19-8-6-10)12-9-14(17(25)26)20-13-4-2-1-3-11(12)13/h1-9H,(H,25,26)(H,21,23,24)

Standard InChI Key:  KNTMNLHAKOPLIN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2995   -2.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -3.7467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2613   -3.5999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6034   -5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8169   -6.1073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3534   -7.5339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8534   -7.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3899   -6.1074    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9713   -8.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4757  -10.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5053  -11.2992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9705  -11.0306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4758   -9.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5053   -8.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8911    1.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9314    0.9035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8894    2.7017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  7 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 25 26  1  0
 25 27  2  0
  9 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3613462

   ---

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: 377.39

Molecular Weight (Monoisotopic): 377.0583

AlogP: 3.10

#Rotatable Bonds: 4

Polar Surface Area: 117.96

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 0.77

CX Basic pKa: 4.05

CX LogP: 1.85

CX LogD: -0.86

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.56

Np Likeness Score: -1.70

References

1. Olson ME, Abate-Pella D, Perkins AL, Li M, Carpenter MA, Rathore A, Harris RS, Harki DA..  (2015)  Oxidative Reactivities of 2-Furylquinolines: Ubiquitous Scaffolds in Common High-Throughput Screening Libraries.,  58  (18): [PMID:26358009] [10.1021/acs.jmedchem.5b00930]

Source

Source(1):

• Scientific Literature