US8785638, 184

ID: ALA3671012

Cas Number: 1256256-55-9

PubChem CID: 49806338

Max Phase: Preclinical

Molecular Formula: C24H28N2O3S

Molecular Weight: 424.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2c(C(OC(C)(C)C)C(=O)O)c(C)nc3sc4c(c23)CCCC4)cn1

Standard InChI:  InChI=1S/C24H28N2O3S/c1-13-10-11-15(12-25-13)19-18(21(23(27)28)29-24(3,4)5)14(2)26-22-20(19)16-8-6-7-9-17(16)30-22/h10-12,21H,6-9H2,1-5H3,(H,27,28)

Standard InChI Key:  ZPVZMJDEABMWMW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    6.2328   -3.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1945   -3.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1969   -1.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8991   -0.7525    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
    2.5965   -3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8943   -3.7525    0.0000 N   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
    3.8916    4.9570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9336    3.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9316    4.3587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8999    0.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9372    1.3609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9040   -0.4424    0.0000 O   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
    0.0000    2.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 N   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
   -2.4133   -1.7530    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8032   -3.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4134   -4.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5318   -5.7059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0400   -5.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5701   -4.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3114   -2.9665    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  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  5  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 10 16  1  0
 16 17  2  0
 16 18  1  0
  9 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 24  2  0
 29 30  1  0
 30  8  1  0
 30 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3671012

   tert-Butoxy[2-methyl-4-(6-methylpyridin-3-yl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-b]pyridin-3-yl]acetic acid

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: 424.57

Molecular Weight (Monoisotopic): 424.1821

AlogP: 5.79

#Rotatable Bonds: 4

Polar Surface Area: 72.31

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.48

CX Basic pKa: 5.36

CX LogP: 3.92

CX LogD: 2.17

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.57

Np Likeness Score: -1.14

References

1.  (2014)  Thieno [2, 3-B] pyridine derivatives as viral replication inhibitors, 

Source

Source(1):

• BindingDB Database