2,4-dimethyl-N-(1-(5-(trifluoromethyl)pyrazin-2-yl)azetidin-3-yl)quinoline-6-carboxamide

ID: ALA4217458

PubChem CID: 145973325

Max Phase: Preclinical

Molecular Formula: C20H18F3N5O

Molecular Weight: 401.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c2cc(C(=O)NC3CN(c4cnc(C(F)(F)F)cn4)C3)ccc2n1

Standard InChI:  InChI=1S/C20H18F3N5O/c1-11-5-12(2)26-16-4-3-13(6-15(11)16)19(29)27-14-9-28(10-14)18-8-24-17(7-25-18)20(21,22)23/h3-8,14H,9-10H2,1-2H3,(H,27,29)

Standard InChI Key:  TYRBYKDNCWHQQL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    9.6453  -10.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0537   -9.8575    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.7539  -12.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7527  -13.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4608  -14.2169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4590  -12.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1676  -12.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1684  -13.8038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8769  -14.2108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5852  -13.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5804  -12.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8713  -12.5745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0447  -14.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4565  -11.7623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2856  -12.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9958  -12.9693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2807  -11.7478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7372  -12.6306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5036  -12.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7885  -12.1529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0247  -11.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5042  -11.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2056  -12.1848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9208  -11.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9375  -10.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2331  -10.5506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5207  -10.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3520  -10.9906    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  5 14  1  0
  7 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  2  0
 19 17  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 19  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 26  2  1  0
  2 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4217458

   ---

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: 401.39

Molecular Weight (Monoisotopic): 401.1463

AlogP: 3.28

#Rotatable Bonds: 3

Polar Surface Area: 71.01

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.62

CX LogP: 3.07

CX LogD: 3.06

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.73

Np Likeness Score: -1.65

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