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

ID: ALA4474489

PubChem CID: 74223373

Max Phase: Preclinical

Molecular Formula: C23H38N2O3

Molecular Weight: 390.57

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H38N2O3/c1-3-4-5-6-7-8-9-10-11-15-18-24-23(28)21(19(2)26)25-22(27)20-16-13-12-14-17-20/h12-14,16-17,19,21,26H,3-11,15,18H2,1-2H3,(H,24,28)(H,25,27)/t19-,21+/m1/s1

Standard InChI Key:  ANRUPLIPTPNTBN-CTNGQTDRSA-N

Molfile:  

 
     RDKit          2D

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   14.4866   -3.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2525   -2.3629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2525   -3.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8993   -3.7866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8952   -2.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7206   -2.3629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4866   -1.6552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4920   -4.4951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9019   -5.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6748   -4.4966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4903   -5.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8995   -6.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7176   -6.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1247   -5.8992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7131   -5.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1292   -3.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9464   -3.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3550   -3.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1722   -3.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5808   -3.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3980   -3.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8066   -2.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6238   -2.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0324   -3.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6238   -3.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0324   -4.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6238   -5.1938    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
  6  7  1  0
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  5  9  1  0
  9 10  1  0
  9 11  2  0
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 15 16  2  0
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  7 17  1  0
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 18 19  1  0
 19 20  1  0
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 21 22  1  0
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 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474489

   N-[(2S,3R)-1-(dodecylamino)-3-hydroxy-1-oxobutan-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: 390.57

Molecular Weight (Monoisotopic): 390.2882

AlogP: 4.20

#Rotatable Bonds: 15

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: 4.76

CX LogD: 4.76

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.39

Np Likeness Score: -0.31

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