N-(1-(4-chlorophenyl)ethyl)-3,3-dimethyl-2-(methylsulfinyl)butanamide

ID: ALA2286941

PubChem CID: 76320120

Max Phase: Preclinical

Molecular Formula: C15H22ClNO2S

Molecular Weight: 315.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(NC(=O)C([S+](C)[O-])C(C)(C)C)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C15H22ClNO2S/c1-10(11-6-8-12(16)9-7-11)17-14(18)13(20(5)19)15(2,3)4/h6-10,13H,1-5H3,(H,17,18)

Standard InChI Key:  IGQMQQMTJLEKNY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   11.9070   -6.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1898   -6.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1869   -5.3414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9005   -4.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6184   -5.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177   -6.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8990   -4.0945    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.9095   -7.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6310   -7.8199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1908   -7.8244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1933   -8.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4745   -9.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9148   -9.0695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4771   -9.9053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7583  -10.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1985  -10.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4711  -10.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7531   -8.6604    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.0343   -9.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7505   -7.8290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  1  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 12 18  1  0
 18 19  1  0
 18 20  1  0
M  CHG  2  18   1  20  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2286941

   N-[1-(4-chlorophenyl)ethyl]-3,3-dimethyl-2-methylsulfinylbutanamide

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: 315.87

Molecular Weight (Monoisotopic): 315.1060

AlogP: 3.31

#Rotatable Bonds: 4

Polar Surface Area: 52.16

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.10

CX Basic pKa: ┄

CX LogP: 2.52

CX LogD: 2.52

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.87

Np Likeness Score: -0.88

References

1. MANABE A, MAEDA K, ENOMOTO M, TAKANO H, KATOH T, YAMADA Y, OGURI Y.  (2002)  Synthesis and Fungicidal Activity of -Cyanoacetamide Derivatives: Discovery of a New Rice Blast Fungicide, Diclocymet (S-2900),  27  (3): [10.1584/jpestics.27.257]

Source

Source(1):

• Scientific Literature