Clonoamide

ID: ALA5287605

Max Phase: Preclinical

Molecular Formula: C15H25NO2

Molecular Weight: 251.37

Names and Identifiers

Canonical SMILES:  C/C=C/C=C/CCCCCCC(=O)CNC(C)=O

Standard InChI:  InChI=1S/C15H25NO2/c1-3-4-5-6-7-8-9-10-11-12-15(18)13-16-14(2)17/h3-6H,7-13H2,1-2H3,(H,16,17)/b4-3+,6-5+

Standard InChI Key:  HVQRHJSURJCJCC-VNKDHWASSA-N

Molfile:  

 
     RDKit          2D

 18 17  0  0  0  0  0  0  0  0999 V2000
   -5.3601   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6457    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9309   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2162    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5015   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7868    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5013    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2160   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9307    0.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6454   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3601    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6454   -1.0315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5013    1.0315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 12 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287605

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 251.37

Molecular Weight (Monoisotopic): 251.1885

AlogP: 3.16

#Rotatable Bonds: 10

Polar Surface Area: 46.17

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.98

CX LogD: 2.98

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.48

Np Likeness Score: 1.27

References

1. Bhattacharjee P, Rutland N, Iyer MR..  (2022)  Targeting Sterol O-Acyltransferase/Acyl-CoA:Cholesterol Acyltransferase (ACAT): A Perspective on Small-Molecule Inhibitors and Their Therapeutic Potential.,  65  (24.0): [PMID:36473091] [10.1021/acs.jmedchem.2c01265]

2. Pokhrel, Laxman and 5 more authors.  2012-10-25  Inhibition of Acyl-CoA: cholesterol acyltransferase (ACAT), overexpression of cholesterol transporter gene, and protection of amyloid β (Aβ) oligomers-induced neuronal cell death by tricyclic pyrone molecules.  [PMID:23025824]

3. Ting, Pauline C PC and 10 more authors.  2013-02-15  Lead optimization of a pyridine-carboxamide series as DGAT-1 inhibitors.  [PMID:23317570]

4. Eguchi, Keisuke K and 10 more authors.  2013-07-01  Manzamine A, a marine-derived alkaloid, inhibits accumulation of cholesterol ester in macrophages and suppresses hyperlipidemia and atherosclerosis in vivo.  [PMID:23665143]

Source

Source(1):

• Scientific Literature