(S)-2-Hexylsulfanyl-decanoic acid (6-methyl-2,4-bis-methylsulfanyl-pyridin-3-yl)-amide

ID: ALA2093028

PubChem CID: 70345395

Max Phase: Preclinical

Molecular Formula: C24H42N2OS3

Molecular Weight: 470.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCC[C@@H](SCCCCCC)C(=O)Nc1c(SC)cc(C)nc1SC

Standard InChI:  InChI=1S/C24H42N2OS3/c1-6-8-10-12-13-14-16-20(30-17-15-11-9-7-2)23(27)26-22-21(28-4)18-19(3)25-24(22)29-5/h18,20H,6-17H2,1-5H3,(H,26,27)/t20-/m1/s1

Standard InChI Key:  XAMYAYIMCKELIP-HXUWFJFHSA-N

Molfile:  

     RDKit          2D

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    4.1837   -3.4321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0334   -3.0187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8976   -3.0104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4614   -2.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474   -1.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0334   -2.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8976   -2.1837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474   -4.2588    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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    8.4800   -4.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9122   -3.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7577   -3.0104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7661   -4.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4800   -3.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1940   -3.0104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3402   -3.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9122   -4.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3  1  2  0
  4  3  1  0
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  8  7  1  0
  9  5  2  0
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 18 11  1  0
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 20 18  1  0
 21 24  1  0
 22 23  1  0
 23 26  1  0
 24 28  1  0
 25 20  1  0
 26 19  1  0
 27 25  1  0
 28 27  1  0
 29 21  1  0
 30 22  1  0
  4  8  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2093028

   (2R)-2-hexylsulfanyl-N-[6-methyl-2,4-bis(methylsulfanyl)pyridin-3-yl]decanamide

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: 470.81

Molecular Weight (Monoisotopic): 470.2459

AlogP: 8.21

#Rotatable Bonds: 17

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.13

CX Basic pKa: 3.88

CX LogP: 8.46

CX LogD: 8.46

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.18

Np Likeness Score: -0.78

References

1. McCarthy PA, Hamanaka ES, Marzetta CA, Bamberger MJ, Gaynor BJ, Chang G, Kelly SE, Inskeep PB, Mayne JT, Beyer TA..  (1994)  Potent, selective, and systemically-available inhibitors of acyl-coenzyme A:cholesterol acyl transferase (ACAT).,  37  (9): [PMID:8176701] [10.1021/jm00035a002]

Source

Source(1):

• Scientific Literature