1-(4-o-Tolylamino-quinolin-3-yl)-butan-1-one

ID: ALA93373

PubChem CID: 10380322

Max Phase: Preclinical

Molecular Formula: C20H20N2O

Molecular Weight: 304.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC(=O)c1cnc2ccccc2c1Nc1ccccc1C

Standard InChI:  InChI=1S/C20H20N2O/c1-3-8-19(23)16-13-21-18-12-7-5-10-15(18)20(16)22-17-11-6-4-9-14(17)2/h4-7,9-13H,3,8H2,1-2H3,(H,21,22)

Standard InChI Key:  DKHVLYKTQIYSAD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    5.4042   -7.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1167   -7.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4042   -6.2167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6917   -7.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4000   -8.6875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1167   -8.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9542   -5.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8292   -7.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6917   -8.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8292   -6.2042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3292   -4.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9792   -7.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292   -5.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5500   -7.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1542   -4.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8792   -4.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9792   -8.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2625   -7.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2667   -7.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6792   -4.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9792   -7.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0542   -4.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2750   -8.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  1  1  0
  5  9  1  0
  6  2  1  0
  7  3  1  0
  8  2  1  0
  9  4  1  0
 10  8  2  0
 11  7  1  0
 12  4  2  0
 13  7  2  0
 14  8  1  0
 15 11  1  0
 16 11  2  0
 17  9  2  0
 18 14  1  0
 19 12  1  0
 20 13  1  0
 21 18  1  0
 22 20  2  0
 23 19  2  0
  5  6  2  0
 17 23  1  0
 22 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA93373

   3-Butyryl-4-(2-methylphenylamino)quinoline

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: 304.39

Molecular Weight (Monoisotopic): 304.1576

AlogP: 5.27

#Rotatable Bonds: 5

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.23

CX LogP: 6.09

CX LogD: 6.06

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.65

Np Likeness Score: -1.06

References

1. Leach CA, Brown TH, Ife RJ, Keeling DJ, Parsons ME, Theobald CJ, Wiggall KJ..  (1995)  Reversible inhibitors of the gastric (H+/K+)-ATPase. 4. Identification of an inhibitor with an intermediate duration of action.,  38  (14): [PMID:7629813] [10.1021/jm00014a026]

2. Ife RJ, Brown TH, Keeling DJ, Leach CA, Meeson ML, Parsons ME, Reavill DR, Theobald CJ, Wiggall KJ..  (1992)  Reversible inhibitors of the gastric (H+/K+)-ATPase. 3. 3-substituted-4-(phenylamino)quinolines.,  35  (18): [PMID:1326634] [10.1021/jm00096a018]

Source

Source(1):

• Scientific Literature