1-(8-Methoxy-4-o-tolylamino-quinolin-3-yl)-hexan-1-one

ID: ALA115195

PubChem CID: 9998751

Max Phase: Preclinical

Molecular Formula: C23H26N2O2

Molecular Weight: 362.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCC(=O)c1cnc2c(OC)cccc2c1Nc1ccccc1C

Standard InChI:  InChI=1S/C23H26N2O2/c1-4-5-6-13-20(26)18-15-24-23-17(11-9-14-21(23)27-3)22(18)25-19-12-8-7-10-16(19)2/h7-12,14-15H,4-6,13H2,1-3H3,(H,24,25)

Standard InChI Key:  BBRYCNFEODUCHO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    3.2792   -5.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9917   -6.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5667   -6.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2875   -5.1167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2792   -7.5917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5667   -7.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9917   -7.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5750   -4.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7125   -5.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8542   -7.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7167   -5.1292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5792   -3.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8542   -5.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8625   -8.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500   -6.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8625   -5.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4250   -6.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500   -7.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2917   -3.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8667   -3.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1417   -8.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1375   -5.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5625   -5.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8500   -6.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500   -4.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2750   -6.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500   -3.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  1  1  0
  5  6  2  0
  6  3  1  0
  7  2  2  0
  8  4  1  0
  9  2  1  0
 10  6  1  0
 11  9  2  0
 12  8  2  0
 13  3  1  0
 14 10  1  0
 15 13  2  0
 16  8  1  0
 17  9  1  0
 18 15  1  0
 19 12  1  0
 20 12  1  0
 21 14  1  0
 22 17  1  0
 23 24  1  0
 24 22  1  0
 25 16  2  0
 26 23  1  0
 27 25  1  0
  5  7  1  0
 18 10  2  0
 27 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA115195

   3-Hexanoyl-4-(2-methylphenylamino)-8-methoxyquinoline

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: 362.47

Molecular Weight (Monoisotopic): 362.1994

AlogP: 6.06

#Rotatable Bonds: 8

Polar Surface Area: 51.22

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.52

CX LogP: 6.82

CX LogD: 6.82

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.39

Np Likeness Score: -0.88

References

1. 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