(S)-2-Hexylsulfanyl-decanoic acid (6-methylsulfanyl-quinolin-5-yl)-amide

ID: ALA2093029

PubChem CID: 70697535

Max Phase: Preclinical

Molecular Formula: C26H40N2OS2

Molecular Weight: 460.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCC[C@@H](SCCCCCC)C(=O)Nc1c(SC)ccc2ncccc12

Standard InChI:  InChI=1S/C26H40N2OS2/c1-4-6-8-10-11-12-16-24(31-20-13-9-7-5-2)26(29)28-25-21-15-14-19-27-22(21)17-18-23(25)30-3/h14-15,17-19,24H,4-13,16,20H2,1-3H3,(H,28,29)/t24-/m1/s1

Standard InChI Key:  AIEKUIKBYWMJMS-XMMPIXPASA-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
    3.4614   -3.0187    0.0000 C   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   -3.4321    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
    2.7432   -0.9562    0.0000 N   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
    5.6158   -3.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0334   -3.0187    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
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    4.1711   -1.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3298   -4.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3298   -3.0104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1982   -4.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    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
    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
   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
  2  1  1  0
  3  1  1  0
  4  2  1  0
  5  2  2  0
  6  4  1  0
  7  6  2  0
  8  3  2  0
  9  3  1  0
 10  5  1  0
 11 10  2  0
 12  5  1  0
  9 13  1  1
 14  4  2  0
 15 19  2  0
 16 13  1  0
 17  9  1  0
 18 12  1  0
 19 14  1  0
 20 16  1  0
 21 17  1  0
 22 25  1  0
 23 24  1  0
 24 29  1  0
 25 27  1  0
 26 28  1  0
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 28 21  1  0
 29 20  1  0
 30 22  1  0
 31 23  1  0
 11  6  1  0
  7 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2093029

   (2R)-2-hexylsulfanyl-N-(6-methylsulfanylquinolin-5-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: 460.75

Molecular Weight (Monoisotopic): 460.2582

AlogP: 8.33

#Rotatable Bonds: 16

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.10

CX Basic pKa: 4.32

CX LogP: 8.48

CX LogD: 8.48

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.20

Np Likeness Score: -0.75

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