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

ID: ALA2111758

PubChem CID: 10314947

Max Phase: Preclinical

Molecular Formula: C20H20N2O3

Molecular Weight: 336.39

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H20N2O3/c1-13-7-4-5-9-16(13)22-19-14-8-6-10-18(25-3)20(14)21-11-15(19)17(23)12-24-2/h4-11H,12H2,1-3H3,(H,21,22)

Standard InChI Key:  NBOGXVFIJYROQS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.2860   -5.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0000   -6.3757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5720   -6.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2943   -5.1273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2860   -7.6074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5720   -7.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0000   -7.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5803   -4.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7223   -5.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8580   -7.6074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7265   -5.1398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5845   -3.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8580   -5.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8664   -8.4341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1524   -6.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8664   -5.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4362   -6.3799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1524   -7.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2985   -3.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8706   -3.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1441   -8.8475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1544   -5.9749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1524   -4.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1524   -3.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8689   -6.3874    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
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  7  2  2  0
  8  4  1  0
  9  2  1  0
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 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 16  2  0
 24 23  1  0
  5  7  1  0
 18 10  2  0
 24 20  2  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2111758

   8-Methoxy-3-methoxymethylcarbonyl-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: 336.39

Molecular Weight (Monoisotopic): 336.1474

AlogP: 4.12

#Rotatable Bonds: 6

Polar Surface Area: 60.45

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.44

CX LogP: 4.61

CX LogD: 4.61

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.69

Np Likeness Score: -1.15

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