alpha-ethyl-N-4-pyridinyl-benzeneacetamide

ID: ALA507264

PubChem CID: 427060

Max Phase: Preclinical

Molecular Formula: C15H16N2O

Molecular Weight: 240.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(C(=O)Nc1ccncc1)c1ccccc1

Standard InChI:  InChI=1S/C15H16N2O/c1-2-14(12-6-4-3-5-7-12)15(18)17-13-8-10-16-11-9-13/h3-11,14H,2H2,1H3,(H,16,17,18)

Standard InChI Key:  MODBYAQUXXEFRM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    4.5586    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5573   -0.4150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2703   -0.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9896   -0.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9865    0.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2683    0.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6988    0.8326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4153    0.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1278    0.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4194   -0.4014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8442    0.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1236    1.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8360    2.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8467   -0.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5623   -0.8041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2756   -0.3881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2689    0.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5526    0.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  4  5  1  0
  8 10  2  0
  2  3  1  0
  9 11  1  0
  5  6  2  0
  9 12  1  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 11 14  2  0
  5  7  1  0
 14 15  1  0
  3  4  2  0
 15 16  2  0
  7  8  1  0
 16 17  1  0
 17 18  2  0
 18 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA507264

   2-phenyl-N-(pyridin-4-yl)butanamide

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: 240.31

Molecular Weight (Monoisotopic): 240.1263

AlogP: 3.21

#Rotatable Bonds: 4

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.25

CX Basic pKa: 5.65

CX LogP: 2.82

CX LogD: 2.81

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.89

Np Likeness Score: -1.33

References

1. Podust LM, von Kries JP, Eddine AN, Kim Y, Yermalitskaya LV, Kuehne R, Ouellet H, Warrier T, Alteköster M, Lee JS, Rademann J, Oschkinat H, Kaufmann SH, Waterman MR..  (2007)  Small-molecule scaffolds for CYP51 inhibitors identified by high-throughput screening and defined by X-ray crystallography.,  51  (11): [PMID:17846131] [10.1128/aac.00311-07]

2. Konkle ME, Hargrove TY, Kleshchenko YY, von Kries JP, Ridenour W, Uddin MJ, Caprioli RM, Marnett LJ, Nes WD, Villalta F, Waterman MR, Lepesheva GI..  (2009)  Indomethacin amides as a novel molecular scaffold for targeting Trypanosoma cruzi sterol 14alpha-demethylase.,  52  (9): [PMID:19354253] [10.1021/jm801643b]

3. PubChem BioAssay data set, 

4. Calvet CM, Vieira DF, Choi JY, Kellar D, Cameron MD, Siqueira-Neto JL, Gut J, Johnston JB, Lin L, Khan S, McKerrow JH, Roush WR, Podust LM..  (2014)  4-Aminopyridyl-based CYP51 inhibitors as anti-Trypanosoma cruzi drug leads with improved pharmacokinetic profile and in vivo potency.,  57  (16): [PMID:25101801] [10.1021/jm500448u]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays