N-((3-Fluoro-2'-methyl-[2,4'-bipyridin]-5-yl)methyl)-9H-fluorene-2-carboxamide

ID: ALA3910011

PubChem CID: 134132895

Max Phase: Preclinical

Molecular Formula: C26H20FN3O

Molecular Weight: 409.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2ncc(CNC(=O)c3ccc4c(c3)Cc3ccccc3-4)cc2F)ccn1

Standard InChI:  InChI=1S/C26H20FN3O/c1-16-10-19(8-9-28-16)25-24(27)11-17(14-29-25)15-30-26(31)20-6-7-23-21(13-20)12-18-4-2-3-5-22(18)23/h2-11,13-14H,12,15H2,1H3,(H,30,31)

Standard InChI Key:  TUMHUJUTBSNGPC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
    7.6386  -11.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8093  -11.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5184  -12.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5184  -13.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8093  -13.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1002  -13.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1002  -12.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4938  -11.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6834  -11.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2032  -11.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5335  -10.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3480  -10.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8282  -10.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2275  -13.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2275  -14.3283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9325  -13.1025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6416  -13.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7647  -12.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7647  -13.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0556  -13.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3465  -13.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3465  -12.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0556  -11.8767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8879  -11.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1788  -12.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4697  -11.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4697  -11.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1788  -10.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8879  -11.0595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5928  -12.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4697  -13.5111    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  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
 19 31  1  0
 17 21  1  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3910011

   ---

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: 409.46

Molecular Weight (Monoisotopic): 409.1590

AlogP: 5.09

#Rotatable Bonds: 4

Polar Surface Area: 54.88

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.30

CX LogP: 4.41

CX LogD: 4.41

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.45

Np Likeness Score: -1.11

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