N-((2'-Methyl-[2,4'-bipyridin]-5-yl)methyl)-9H-carbazole-2-carboxamide

ID: ALA3970071

PubChem CID: 134154590

Max Phase: Preclinical

Molecular Formula: C25H20N4O

Molecular Weight: 392.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2ccc(CNC(=O)c3ccc4c(c3)[nH]c3ccccc34)cn2)ccn1

Standard InChI:  InChI=1S/C25H20N4O/c1-16-12-18(10-11-26-16)22-9-6-17(14-27-22)15-28-25(30)19-7-8-21-20-4-2-3-5-23(20)29-24(21)13-19/h2-14,29H,15H2,1H3,(H,28,30)

Standard InChI Key:  MALQHUPHFMVVLA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
    9.0263   -9.4129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1985  -10.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9133  -10.6298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9133  -11.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1985  -11.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4877  -11.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4877  -10.6298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8762  -10.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0551  -10.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5710   -9.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9040   -8.7442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7251   -8.6595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2092   -9.3282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6282  -11.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6282  -12.6895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3389  -11.4536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0538  -11.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1943  -10.6298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1943  -11.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4794  -11.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7687  -11.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7687  -10.6298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4794  -10.2178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3348  -10.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6199  -10.6298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9050  -10.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9050   -9.3940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6199   -8.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3348   -9.3940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0497  -10.6298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  8 13  2  0
  1 13  1  0
 14 15  2  0
 14 16  1  0
  4 14  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 18 23  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 24 29  2  0
 18 26  1  0
 24 30  1  0
 17 21  1  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3970071

   ---

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: 392.46

Molecular Weight (Monoisotopic): 392.1637

AlogP: 5.02

#Rotatable Bonds: 4

Polar Surface Area: 70.67

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.82

CX Basic pKa: 4.96

CX LogP: 3.62

CX LogD: 3.62

Aromatic Rings: 5

Heavy Atoms: 30

QED Weighted: 0.45

Np Likeness Score: -1.06

References

1. Xu Z, Xu X, O'Laoi R, Ma H, Zheng J, Chen S, Luo L, Hu Z, He S, Li J, Zhang H, Zhang X..  (2016)  Design, synthesis, and evaluation of novel porcupine inhibitors featuring a fused 3-ring system based on the 'reversed' amide scaffold.,  24  (22): [PMID:27692509] [10.1016/j.bmc.2016.09.041]

Source

Source(1):

• Scientific Literature