2-aminohexadecanoic acid

ID: ALA210903

Cas Number: 7769-79-1

PubChem CID: 409322

Product Number: A477134, Order Now?

Max Phase: Preclinical

Molecular Formula: C16H33NO2

Molecular Weight: 271.44

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 2-Aminohexadecanoic Acid | 2-Aminohexadecanoic acid|7769-79-1|2-amino-hexadecanoic acid|CHEBI:63776|Hexadecanoic acid, 2-amino-, (1)-|2-Aminopalmitic acid|2-Aminoctanoic acid|C16 lipoamino acid|2-Aminohexadecanoicacid|alpha-aminopalmitic acid|C16 Laa|alpha-amino hexadecanoic acid|CHEMBL210903|SCHEMBL1738925|DTXSID60328318|XELWBYCKQCNAGY-UHFFFAOYSA-N|LMFA01100018|AKOS015843158|AM82442|AS-58336|CS-0331074|FT-0636595|FT-0695522|NS00076851|A839163|2-Aminohexadecanoic acid, technical, >=95% (NT)|J-50Show More⌵

Canonical SMILES:  CCCCCCCCCCCCCCC(N)C(=O)O

Standard InChI:  InChI=1S/C16H33NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(17)16(18)19/h15H,2-14,17H2,1H3,(H,18,19)

Standard InChI Key:  XELWBYCKQCNAGY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 18  0  0  0  0  0  0  0  0999 V2000
   -1.6217  -19.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9070  -20.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1962  -19.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5185  -20.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2331  -19.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9478  -20.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6624  -19.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3732  -20.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0879  -19.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8026  -20.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5172  -19.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2319  -20.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9427  -19.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6575  -20.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3721  -19.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0868  -20.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3364  -20.1152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6217  -18.8787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9061  -20.9395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  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
  1 17  1  0
  1 18  2  0
  1  2  1  0
  2 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA210903

   2-Aminohexadecanoic 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: 271.44

Molecular Weight (Monoisotopic): 271.2511

AlogP: 4.49

#Rotatable Bonds: 14

Polar Surface Area: 63.32

Molecular Species: ZWITTERION

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.68

CX Basic pKa: 9.53

CX LogP: 3.02

CX LogD: 3.01

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.46

Np Likeness Score: 0.71

References

1. Basse N, Papapostolou D, Pagano M, Reboud-Ravaux M, Bernard E, Felten AS, Vanderesse R..  (2006)  Development of lipopeptides for inhibiting 20S proteasomes.,  16  (12): [PMID:16630721] [10.1016/j.bmcl.2006.03.033]

Source

Source(1):

• Scientific Literature