8-Methoxy-4-o-tolylamino-quinoline-3-carboxylic acid ethylamide

ID: ALA116911

PubChem CID: 10427077

Max Phase: Preclinical

Molecular Formula: C20H21N3O2

Molecular Weight: 335.41

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H21N3O2/c1-4-21-20(24)15-12-22-19-14(9-7-11-17(19)25-3)18(15)23-16-10-6-5-8-13(16)2/h5-12H,4H2,1-3H3,(H,21,24)(H,22,23)

Standard InChI Key:  UCDUMEBNHRLBIQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    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
    4.7125   -5.9542    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
    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
    5.4250   -6.3667    0.0000 N   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
    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
    6.1417   -5.9625    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
    6.8542   -6.3792    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
    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  1  0
  8  2  2  0
  9  4  1  0
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 13  7  1  0
 14  3  1  0
 15 10  1  0
 16 14  2  0
 17  9  1  0
 18 16  1  0
 19 12  1  0
 20 12  1  0
 21 13  1  0
 22 15  1  0
 23 21  1  0
 24 17  2  0
 25 24  1  0
  5  8  1  0
 18 10  2  0
 25 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA116911

   8-Methoxy-4-o-tolylamino-quinoline-3-carboxylic acid ethylamide

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: 335.41

Molecular Weight (Monoisotopic): 335.1634

AlogP: 4.05

#Rotatable Bonds: 5

Polar Surface Area: 63.25

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.35

CX LogP: 4.66

CX LogD: 4.66

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -1.39

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