N-(3-fluoro-4-methoxybenzyl)-2,4-dimethylquinoline-6-carboxamide

ID: ALA4216322

PubChem CID: 135126272

Max Phase: Preclinical

Molecular Formula: C20H19FN2O2

Molecular Weight: 338.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CNC(=O)c2ccc3nc(C)cc(C)c3c2)cc1F

Standard InChI:  InChI=1S/C20H19FN2O2/c1-12-8-13(2)23-18-6-5-15(10-16(12)18)20(24)22-11-14-4-7-19(25-3)17(21)9-14/h4-10H,11H2,1-3H3,(H,22,24)

Standard InChI Key:  PMRJVLFDFOIIDK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    1.1831   -2.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1820   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8900   -3.7089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8882   -2.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5968   -2.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5976   -3.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3061   -3.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0144   -3.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0097   -2.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3005   -2.0666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4739   -3.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8858   -1.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7149   -2.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4250   -2.4613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7099   -1.2399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1302   -2.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8404   -2.4527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8410   -3.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5504   -3.6741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2566   -3.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2489   -2.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5390   -2.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9625   -3.6627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6672   -3.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9527   -2.0243    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  2 11  1  0
  4 12  1  0
  9 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 23 24  1  0
 20 23  1  0
 21 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4216322

   ---

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: 338.38

Molecular Weight (Monoisotopic): 338.1431

AlogP: 3.93

#Rotatable Bonds: 4

Polar Surface Area: 51.22

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.62

CX LogP: 3.56

CX LogD: 3.55

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.78

Np Likeness Score: -1.70

References

1. Long MF, Engers JL, Chang S, Zhan X, Weiner RL, Luscombe VB, Rodriguez AL, Cho HP, Niswender CM, Bridges TM, Conn PJ, Engers DW, Lindsley CW..  (2017)  Discovery of a novel 2,4-dimethylquinoline-6-carboxamide M4 positive allosteric modulator (PAM) chemotype via scaffold hopping.,  27  (22): [PMID:29037946] [10.1016/j.bmcl.2017.10.016]

Source

Source(1):

• Scientific Literature