N1-methyl-N2-(15-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)pentadec-5(Z)-en-1-yl)oxalamide

ID: ALA4519824

PubChem CID: 155542287

Max Phase: Preclinical

Molecular Formula: C20H34N4O4

Molecular Weight: 394.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)C(=O)NCCCC/C=C\CCCCCCCCCc1noc(=O)[nH]1

Standard InChI:  InChI=1S/C20H34N4O4/c1-21-18(25)19(26)22-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-17-23-20(27)28-24-17/h6,8H,2-5,7,9-16H2,1H3,(H,21,25)(H,22,26)(H,23,24,27)/b8-6-

Standard InChI Key:  CZRLUVTWHXAIHM-VURMDHGXSA-N

Molfile:  

 
     RDKit          2D

 28 28  0  0  0  0  0  0  0  0999 V2000
   24.4868   -4.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3040   -4.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0783   -5.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2611   -5.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8525   -5.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2611   -6.6424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7126   -5.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5298   -5.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0783   -6.6424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4868   -5.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3040   -5.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7126   -6.6424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5298   -6.6424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9384   -7.3501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7556   -7.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1642   -8.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1642   -6.6424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9814   -8.0579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3900   -8.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9384   -4.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7556   -4.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7556   -8.7656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1642   -3.8116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9766   -3.7238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1465   -2.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4388   -2.5159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8316   -3.0627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8931   -2.5921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  2  7  1  0
  7  8  1  0
  6  9  2  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
 16 18  1  0
 18 19  1  0
  8 20  1  0
 20 21  1  0
 16 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 23  2  0
 25 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4519824

   ---

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: 394.52

Molecular Weight (Monoisotopic): 394.2580

AlogP: 2.61

#Rotatable Bonds: 15

Polar Surface Area: 117.09

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.04

CX Basic pKa: ┄

CX LogP: 3.58

CX LogD: 2.76

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.24

Np Likeness Score: -0.38

References

1. Adebesin AM, Wesser T, Vijaykumar J, Konkel A, Paudyal MP, Lossie J, Zhu C, Westphal C, Puli N, Fischer R, Schunck WH, Falck JR..  (2019)  Development of Robust 17(R),18(S)-Epoxyeicosatetraenoic Acid (17,18-EEQ) Analogues as Potential Clinical Antiarrhythmic Agents.,  62  (22): [PMID:31693857] [10.1021/acs.jmedchem.9b00952]

Source

Source(1):

• Scientific Literature