(2S,3R)-2-Amino-3-hydroxy-N-tetradecylbutanamide

ID: ALA4533210

PubChem CID: 74223569

Max Phase: Preclinical

Molecular Formula: C18H38N2O2

Molecular Weight: 314.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCNC(=O)[C@@H](N)[C@@H](C)O

Standard InChI:  InChI=1S/C18H38N2O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-20-18(22)17(19)16(2)21/h16-17,21H,3-15,19H2,1-2H3,(H,20,22)/t16-,17+/m1/s1

Standard InChI Key:  JVQQOPQPINLZSA-SJORKVTESA-N

Molfile:  

 
     RDKit          2D

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    4.6473  -13.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4686  -13.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2345  -12.5531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2345  -13.9767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8813  -13.9767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8772  -12.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7026  -12.5531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4686  -11.8454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1112  -13.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9284  -13.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3370  -13.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1542  -13.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5628  -13.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3800  -13.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7886  -12.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6058  -12.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0144  -13.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6058  -13.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0144  -14.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6058  -15.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0144  -16.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6058  -16.7993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  1
  1  4  1  0
  2  5  1  1
  2  6  1  0
  6  7  1  0
  6  8  2  0
  7  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
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533210

   (2S,3R)-2-Amino-3-hydroxy-N-tetradecylbutanamide

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: 314.51

Molecular Weight (Monoisotopic): 314.2933

AlogP: 3.51

#Rotatable Bonds: 15

Polar Surface Area: 75.35

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.92

CX LogP: 3.98

CX LogD: 3.34

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.40

Np Likeness Score: 0.09

References

1. Liu Q, Li X, Bao YS, Lu J, Li H, Huang Z, Liu F..  (2019)  Chemical synthesis and functional characterization of a new class of ceramide analogues as anti-cancer agents.,  27  (8): [PMID:30837168] [10.1016/j.bmc.2019.02.030]

Source

Source(1):

• Scientific Literature