N-((3-Fluoro-2'-methyl-[2,4'-bipyridin]-5-yl)methyl)dibenzo[b,d]furan-3-carboxamide

ID: ALA3923788

PubChem CID: 134142008

Max Phase: Preclinical

Molecular Formula: C25H18FN3O2

Molecular Weight: 411.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2ncc(CNC(=O)c3ccc4c(c3)oc3ccccc34)cc2F)ccn1

Standard InChI:  InChI=1S/C25H18FN3O2/c1-15-10-17(8-9-27-15)24-21(26)11-16(13-28-24)14-29-25(30)18-6-7-20-19-4-2-3-5-22(19)31-23(20)12-18/h2-13H,14H2,1H3,(H,29,30)

Standard InChI Key:  JMWKQIKOIQORME-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
   12.2673  -13.8931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4380  -14.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7331  -15.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1266  -14.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4569  -13.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7331  -15.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4380  -16.3258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1471  -15.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1471  -15.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9767  -13.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1622  -13.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8319  -13.9771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3121  -14.6404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8562  -16.3258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8562  -17.1430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5612  -15.9172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2703  -16.3258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3934  -15.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3934  -15.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6843  -16.3258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9793  -15.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9793  -15.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6843  -14.6915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5165  -14.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8074  -15.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0984  -14.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0984  -13.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8074  -13.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5165  -13.8743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2256  -15.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0984  -16.3258    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  2  9  2  0
  3  6  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  4 13  2  0
  5 10  2  0
 14 15  2  0
 14 16  1  0
  8 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
 19 31  1  0
 17 21  1  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3923788

   ---

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: 411.44

Molecular Weight (Monoisotopic): 411.1383

AlogP: 5.42

#Rotatable Bonds: 4

Polar Surface Area: 68.02

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.30

CX LogP: 3.82

CX LogD: 3.82

Aromatic Rings: 5

Heavy Atoms: 31

QED Weighted: 0.43

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]

2. Ma H, Chen Q, Zhu F, Zheng J, Li J, Zhang H, Chen S, Xing H, Luo L, Zheng LT, He S, Zhang X..  (2018)  Discovery and characterization of a potent Wnt and hedgehog signaling pathways dual inhibitor.,  149  [PMID:29499483] [10.1016/j.ejmech.2018.02.034]

Source

Source(1):

• Scientific Literature