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

ID: ALA3976672

PubChem CID: 134151966

Max Phase: Preclinical

Molecular Formula: C26H18F3N3O

Molecular Weight: 445.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2ncc(CNC(=O)c3ccc4c(c3)C(F)(F)c3ccccc3-4)cc2F)ccn1

Standard InChI:  InChI=1S/C26H18F3N3O/c1-15-10-17(8-9-30-15)24-23(27)11-16(13-31-24)14-32-25(33)18-6-7-20-19-4-2-3-5-21(19)26(28,29)22(20)12-18/h2-13H,14H2,1H3,(H,32,33)

Standard InChI Key:  HNYMGFCITDETPT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
    8.9531   -9.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1239  -10.1723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8329  -10.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8329  -11.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1239  -11.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4189  -11.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4189  -10.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8124  -10.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9979  -10.1171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5177   -9.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8480   -8.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6625   -8.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1427   -9.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5420  -11.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5420  -12.6239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2470  -11.3981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9561  -11.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0792  -10.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0792  -11.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3701  -11.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6652  -11.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6652  -10.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3701  -10.1723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2024  -10.1723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4933  -10.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7842  -10.1723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7842   -9.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4933   -8.9465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2024   -9.3551    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9115  -10.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7842  -11.8067    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.9531   -8.5526    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.7676   -9.2858    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
  1 32  1  0
  1 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3976672

   ---

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: 445.44

Molecular Weight (Monoisotopic): 445.1402

AlogP: 5.64

#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: 4.67

CX LogD: 4.67

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.44

Np Likeness Score: -0.92

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