US8785638, 175

ID: ALA3671008

PubChem CID: 49806709

Max Phase: Preclinical

Molecular Formula: C24H27N5S

Molecular Weight: 417.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC(c1nnn[nH]1)c1c(C)nc2sc3c(c2c1-c1ccc(C)cc1)CCCC3

Standard InChI:  InChI=1S/C24H27N5S/c1-4-7-18(23-26-28-29-27-23)20-15(3)25-24-22(17-8-5-6-9-19(17)30-24)21(20)16-12-10-14(2)11-13-16/h10-13,18H,4-9H2,1-3H3,(H,26,27,28,29)

Standard InChI Key:  FZEFPXNBYPTJOY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
    1.2922   -4.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2948   -3.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5957   -3.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5990   -1.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8990   -0.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0418    0.7300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5100    1.0370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2557   -0.2645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2484   -1.3759    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
    2.3383    1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    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
   -2.7248    1.2135    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6065    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0972   -0.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7073   -1.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8256   -2.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3339   -2.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248   -1.2135    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
    0.0000   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978   -3.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2955   -5.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0048   -6.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0067   -7.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -5.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3002   -3.7488    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  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  4 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 16  2  0
 21 22  1  0
 22 14  1  0
 22 23  2  0
 23 10  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 30 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3671008

   2-methyl-4-(p-tolyl)-3-[1-(1H-tetrazol-5-yl)butyl]-5,6,7,8-tetrahydrobenzothiopheno[2,3-b]pyridine

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: 417.58

Molecular Weight (Monoisotopic): 417.1987

AlogP: 5.90

#Rotatable Bonds: 5

Polar Surface Area: 67.35

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.73

CX Basic pKa: 3.18

CX LogP: 6.40

CX LogD: 4.94

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.44

Np Likeness Score: -1.62

References

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

Source

Source(1):

• BindingDB Database