US8889672, 194-094-003

ID: ALA3702549

PubChem CID: 71009796

Max Phase: Preclinical

Molecular Formula: C15H14Cl2N2O2S

Molecular Weight: 357.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1scc(-c2ccc(Cl)c(Cl)c2)c1C(=O)N1CCOCC1

Standard InChI:  InChI=1S/C15H14Cl2N2O2S/c16-11-2-1-9(7-12(11)17)10-8-22-14(18)13(10)15(20)19-3-5-21-6-4-19/h1-2,7-8H,3-6,18H2

Standard InChI Key:  IPBYVADTPAHBJS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    6.1467   -1.8742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9531   -1.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2010   -3.2956    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7343   -2.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383    1.3500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383   -1.3500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9511   -0.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2567    0.5852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3615    1.3842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6819    1.0557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9901    2.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4154    2.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5328    1.9902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2247    0.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7994    0.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
 13  6  1  0
  5 14  1  0
 14  2  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3702549

   [2-Amino-4-(3,4-dichlorophenyl)thiophen-3-yl]-morpholin-4-ylmethanone

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: 357.26

Molecular Weight (Monoisotopic): 356.0153

AlogP: 3.78

#Rotatable Bonds: 2

Polar Surface Area: 55.56

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.68

CX LogD: 3.68

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.89

Np Likeness Score: -1.77

References

1.  (2014)  Compounds, formulations, and methods of protein kinase C inhibition, 

Source

Source(1):

• BindingDB Database