US8889672, 317-120-001

ID: ALA3702544

PubChem CID: 71009781

Max Phase: Preclinical

Molecular Formula: C20H18N2O4S

Molecular Weight: 382.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(COC(=O)c2c(-c3ccc(C(N)=O)cc3)csc2N)c1

Standard InChI:  InChI=1S/C20H18N2O4S/c1-25-15-4-2-3-12(9-15)10-26-20(24)17-16(11-27-19(17)22)13-5-7-14(8-6-13)18(21)23/h2-9,11H,10,22H2,1H3,(H2,21,23)

Standard InChI Key:  PZLGAGDROBQFAL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    2.5956   -2.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 O   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
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -3.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8933   -3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9336   -3.1588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8912   -5.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1017   -6.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2420   -5.7483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6332   -7.5468    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1332   -7.5416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6746   -6.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2518   -5.6362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8403   -4.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6153   -3.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6570   -4.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2431   -6.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2124   -6.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1141   -4.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9462   -5.4209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4471   -3.4034    0.0000 N   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  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
 24 25  2  0
 24 26  1  0
  7 27  2  0
 27  3  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3702544

   (3-Methoxyphenyl)methyl 2-amino-4-(4-carbamoylphenyl)thiophene-3-carboxylate

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: 382.44

Molecular Weight (Monoisotopic): 382.0987

AlogP: 3.46

#Rotatable Bonds: 6

Polar Surface Area: 104.64

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.64

Np Likeness Score: -0.95

References

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

Source

Source(1):

• BindingDB Database