N-((2S,3R)-3-Hydroxy-1-oxo-1-(tetradecylamino)butan-2-yl)benzamide

ID: ALA4559045

PubChem CID: 74223431

Max Phase: Preclinical

Molecular Formula: C25H42N2O3

Molecular Weight: 418.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCNC(=O)[C@@H](NC(=O)c1ccccc1)[C@@H](C)O

Standard InChI:  InChI=1S/C25H42N2O3/c1-3-4-5-6-7-8-9-10-11-12-13-17-20-26-25(30)23(21(2)28)27-24(29)22-18-15-14-16-19-22/h14-16,18-19,21,23,28H,3-13,17,20H2,1-2H3,(H,26,30)(H,27,29)/t21-,23+/m1/s1

Standard InChI Key:  DFVPHPDWSDVAKL-GGAORHGYSA-N

Molfile:  

 
     RDKit          2D

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   24.8872   -2.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6531   -2.2350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6531   -3.6587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2999   -3.6587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2958   -2.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1212   -2.2350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8872   -1.5273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8926   -4.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3025   -5.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0754   -4.3686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   26.1182   -6.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5253   -5.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1138   -5.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5298   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3470   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7556   -3.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5728   -3.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9814   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7986   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2072   -2.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0244   -2.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4330   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0244   -3.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4330   -4.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0244   -5.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4330   -5.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0244   -6.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  1
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  2  5  1  1
  2  6  1  0
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  5  9  1  0
  9 10  1  0
  9 11  2  0
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 12 13  1  0
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 15 16  2  0
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  7 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559045

   N-[(2S,3R)-3-hydroxy-1-oxo-1-(tetradecylamino)butan-2-yl]benzamide

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: 418.62

Molecular Weight (Monoisotopic): 418.3195

AlogP: 4.98

#Rotatable Bonds: 17

Polar Surface Area: 78.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.65

CX LogD: 5.65

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.31

Np Likeness Score: -0.29

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