sodium N1-methyl-N2-(16-(2-(methylamino)-2-oxoacetamido)hexadec-11(Z)-enoyl)glycinate

ID: ALA4530945

PubChem CID: 155546049

Max Phase: Preclinical

Molecular Formula: C22H38N3NaO5

Molecular Weight: 425.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)C(=O)NCCCC/C=C\CCCCCCCCCC(=O)N(C)CC(=O)[O-].[Na+]

Standard InChI:  InChI=1S/C22H39N3O5.Na/c1-23-21(29)22(30)24-17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-19(26)25(2)18-20(27)28;/h7,9H,3-6,8,10-18H2,1-2H3,(H,23,29)(H,24,30)(H,27,28);/q;+1/p-1/b9-7-;

Standard InChI Key:  SGHHTDFBNLJTQG-VILQZVERSA-M

Molfile:  

     RDKit          2D

 31 29  0  0  0  0  0  0  0  0999 V2000
   12.2744  -13.5827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0916  -13.5827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8658  -14.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0486  -14.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6400  -14.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0486  -15.7058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5002  -14.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3174  -14.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8658  -15.7058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2744  -14.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0916  -14.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5002  -15.7058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3174  -15.7058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7260  -16.4135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5431  -16.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9517  -17.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9517  -15.7058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7689  -17.1213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1775  -17.8290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7260  -13.5827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5431  -13.5827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9517  -12.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7689  -12.8750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5431  -12.1673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9517  -11.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5431  -10.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9517  -10.0442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7260  -10.7519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7260  -12.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5431  -17.8290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6458  -11.5356    0.0000 Na  0  0  0  0  0 15  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
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 24 29  1  0
 16 30  2  0
M  CHG  2  28  -1  31   1
M  END

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: 425.57

Molecular Weight (Monoisotopic): 425.2890

AlogP: 2.63

#Rotatable Bonds: 17

Polar Surface Area: 115.81

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.12

CX Basic pKa: ┄

CX LogP: 2.66

CX LogD: -0.42

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.19

Np Likeness Score: -0.24

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