(Z)-2-(4-Oxopent-2-enoyl)-N-(5-(pyridin-4-yl)-1,3,4-thiadiazol-2-yl)quinoline-4-carboxamide

ID: ALA3613465

PubChem CID: 122189019

Max Phase: Preclinical

Molecular Formula: C22H15N5O3S

Molecular Weight: 429.46

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H15N5O3S/c1-13(28)6-7-19(29)18-12-16(15-4-2-3-5-17(15)24-18)20(30)25-22-27-26-21(31-22)14-8-10-23-11-9-14/h2-12H,1H3,(H,25,27,30)/b7-6-

Standard InChI Key:  HJOUTBMLNFVQDG-SREVYHEPSA-N

Molfile:  

     RDKit          2D

 31 34  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
    3.8890    3.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1872    3.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4889    3.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4918    1.8087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5269    3.6109    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  2  0
  9 25  1  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3613465

   ---

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: 429.46

Molecular Weight (Monoisotopic): 429.0896

AlogP: 3.73

#Rotatable Bonds: 6

Polar Surface Area: 114.80

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.54

CX Basic pKa: 2.98

CX LogP: 2.94

CX LogD: 2.72

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.37

Np Likeness Score: -1.29

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]

2. 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]

3. 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