1-(8-Methoxy-4-o-tolylamino-quinolin-3-yl)-2-methyl-propan-1-one

ID: ALA113880

PubChem CID: 10314830

Max Phase: Preclinical

Molecular Formula: C21H22N2O2

Molecular Weight: 334.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc2c(Nc3ccccc3C)c(C(=O)C(C)C)cnc12

Standard InChI:  InChI=1S/C21H22N2O2/c1-13(2)21(24)16-12-22-20-15(9-7-11-18(20)25-4)19(16)23-17-10-6-5-8-14(17)3/h5-13H,1-4H3,(H,22,23)

Standard InChI Key:  MGHDMBHMTYWABM-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
    4.7125   -5.9542    0.0000 C   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
    4.7167   -5.1292    0.0000 O   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
    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 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
    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
    5.4167   -7.1917    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
    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  7  2  0
  6  2  1  0
  7  3  1  0
  8  2  2  0
  9  4  1  0
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 13  6  1  0
 14  3  1  0
 15 11  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 13  1  0
 23 15  1  0
 24 17  2  0
 25 24  1  0
  5  8  1  0
 18 11  2  0
 25 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA113880

   3-Isobutyryl-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: 334.42

Molecular Weight (Monoisotopic): 334.1681

AlogP: 5.13

#Rotatable Bonds: 5

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: 6.03

CX LogD: 6.03

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.66

Np Likeness Score: -0.93

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