4-Butyramido-N-phenethylbutanamide

ID: ALA4566877

PubChem CID: 90025027

Max Phase: Preclinical

Molecular Formula: C16H24N2O2

Molecular Weight: 276.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC(=O)NCCCC(=O)NCCc1ccccc1

Standard InChI:  InChI=1S/C16H24N2O2/c1-2-7-15(19)17-12-6-10-16(20)18-13-11-14-8-4-3-5-9-14/h3-5,8-9H,2,6-7,10-13H2,1H3,(H,17,19)(H,18,20)

Standard InChI Key:  VBWMZHKPKLCVQN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
    4.3707  -12.8811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0784  -12.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7862  -12.8811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4939  -12.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2016  -12.8811    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4939  -11.6553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9093  -12.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6170  -12.8811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3247  -12.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6630  -12.4725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0313  -12.8851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7385  -12.4772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7390  -11.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0263  -11.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3220  -11.6610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9553  -12.8811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9553  -13.6983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2476  -12.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5399  -12.8811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8322  -12.4725    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  1  0
  4  5  1  0
  4  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  1 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  9  1  0
 10 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4566877

   4-(butanoylamino)-N-(2-phenylethyl)butanamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 276.38

Molecular Weight (Monoisotopic): 276.1838

AlogP: 2.04

#Rotatable Bonds: 9

Polar Surface Area: 58.20

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.77

CX LogD: 1.77

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.68

Np Likeness Score: -0.68

References

1. Gromek SM, deMayo JA, Maxwell AT, West AM, Pavlik CM, Zhao Z, Li J, Wiemer AJ, Zweifach A, Balunas MJ..  (2016)  Synthesis and biological evaluation of santacruzamate A analogues for anti-proliferative and immunomodulatory activity.,  24  (21): [PMID:27614919] [10.1016/j.bmc.2016.08.040]

Source

Source(1):

• Scientific Literature