N-(6,8-Dimethylimidazo[1,2-a]pyrazin-2-yl)-4-(4-methylpiperazin-1-yl)benzamide

ID: ALA4081789

PubChem CID: 137647660

Max Phase: Preclinical

Molecular Formula: C20H24N6O

Molecular Weight: 364.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cn2cc(NC(=O)c3ccc(N4CCN(C)CC4)cc3)nc2c(C)n1

Standard InChI:  InChI=1S/C20H24N6O/c1-14-12-26-13-18(22-19(26)15(2)21-14)23-20(27)16-4-6-17(7-5-16)25-10-8-24(3)9-11-25/h4-7,12-13H,8-11H2,1-3H3,(H,23,27)

Standard InChI Key:  TVJPLGCKQZRBMI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   29.1784  -18.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9357  -18.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2626  -17.5261    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0696  -17.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4785  -18.0621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3001  -18.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7136  -17.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2956  -16.6334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4753  -16.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0622  -15.9274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5392  -17.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4640  -18.7589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7474  -18.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0330  -18.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3198  -18.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6100  -18.7658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6117  -19.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3290  -20.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0401  -19.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9003  -20.0114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1834  -19.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4716  -20.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4706  -20.8371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1876  -21.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9054  -20.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7552  -21.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7453  -17.5246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  5  1  0
  4  3  2  0
  3  1  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  9 10  1  0
  7 11  1  0
  1 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 20 21  1  0
 20 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 17 20  1  0
 23 26  1  0
 13 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4081789

   ---

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: 364.45

Molecular Weight (Monoisotopic): 364.2012

AlogP: 2.35

#Rotatable Bonds: 3

Polar Surface Area: 65.77

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.74

CX LogP: 1.45

CX LogD: 0.94

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.77

Np Likeness Score: -1.47

References

1. Pinard E, Green L, Reutlinger M, Weetall M, Naryshkin NA, Baird J, Chen KS, Paushkin SV, Metzger F, Ratni H..  (2017)  Discovery of a Novel Class of Survival Motor Neuron 2 Splicing Modifiers for the Treatment of Spinal Muscular Atrophy.,  60  (10): [PMID:28441483] [10.1021/acs.jmedchem.7b00406]

Source

Source(1):

• Scientific Literature