Hexadecanoic acid 1-aminomethyl-2-carboxy-ethyl ester

ID: ALA170885

PubChem CID: 44382202

Max Phase: Preclinical

Molecular Formula: C20H39NO4

Molecular Weight: 357.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCC(=O)OC(CN)CC(=O)O

Standard InChI:  InChI=1S/C20H39NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-20(24)25-18(17-21)16-19(22)23/h18H,2-17,21H2,1H3,(H,22,23)

Standard InChI Key:  URHXMOCDXZATKQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 24  0  0  0  0  0  0  0  0999 V2000
    3.5542  -12.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3167  -12.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292  -10.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7917  -11.5125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3167  -11.5125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1125  -10.7375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7917  -12.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0875  -12.8292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2625  -12.3917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792   -9.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0250  -12.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167   -9.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542   -0.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167   -0.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7542   -6.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1917   -6.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7500   -5.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1875   -4.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7375   -3.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1750   -3.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292   -2.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1667   -1.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7667   -8.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2042   -7.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042    0.7333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  4  1  0
  4  7  1  0
  5  2  2  0
  6  3  2  0
  7  1  1  0
  8  2  1  0
  9 11  1  0
 10  3  1  0
 11  7  1  0
 12 10  1  0
 13 14  1  0
 14 22  1  0
 15 24  1  0
 16 15  1  0
 17 16  1  0
 18 17  1  0
 19 18  1  0
 20 19  1  0
 21 20  1  0
 22 21  1  0
 23 12  1  0
 24 23  1  0
 25 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA170885

   4-Amino-3-hexadecanoyloxybutanoic acid

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: 357.54

Molecular Weight (Monoisotopic): 357.2879

AlogP: 4.81

#Rotatable Bonds: 18

Polar Surface Area: 89.62

Molecular Species: ZWITTERION

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.01

CX Basic pKa: 9.27

CX LogP: 3.12

CX LogD: 3.11

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.27

Np Likeness Score: 0.59

References

1. Woster PM, Murray WJ..  (1986)  Synthesis and biological evaluation of cyclic analogues of 1-carnitine as potential agents in the treatment of myocardial ischemia.,  29  (5): [PMID:3084787] [10.1021/jm00155a045]

Source

Source(1):

• Scientific Literature