US8785638, 177

ID: ALA3671009

PubChem CID: 49804859

Max Phase: Preclinical

Molecular Formula: C22H27N3O3S

Molecular Weight: 413.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2sc3c(c2c(-c2cnn(C)c2)c1C(OC(C)(C)C)C(=O)O)CCCC3

Standard InChI:  InChI=1S/C22H27N3O3S/c1-12-16(19(21(26)27)28-22(2,3)4)17(13-10-23-25(5)11-13)18-14-8-6-7-9-15(14)29-20(18)24-12/h10-11,19H,6-9H2,1-5H3,(H,26,27)

Standard InChI Key:  GUYHTISXRGEIML-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    2.3383   -1.3500    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 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
   -0.3115    2.9665    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
   -2.6838    4.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1756    4.1795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7857    2.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9040    1.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4133    1.7530    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
   -2.5987   -1.5004    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
   -4.9530   -1.9978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2010   -3.2957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6873   -4.3927    0.0000 C   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
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0031   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039   -3.7494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3070   -5.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3471   -5.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2688   -5.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3089   -6.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2938   -3.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2900   -4.9562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3351   -3.1598    0.0000 O   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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  6  2  0
 11 12  1  0
 12  4  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 14  2  0
 13 20  2  0
 20  2  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 21 27  1  0
 27 28  2  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3671009

   2-Tert-butoxy-2-[2-methyl-4-(1-methylpyrazol-4-yl)-5,6,7,8-tetrahydrobenzothiopheno[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: 413.54

Molecular Weight (Monoisotopic): 413.1773

AlogP: 4.82

#Rotatable Bonds: 4

Polar Surface Area: 77.24

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.55

CX Basic pKa: 2.24

CX LogP: 4.41

CX LogD: 1.64

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.66

Np Likeness Score: -1.51

References

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

Source

Source(1):

• BindingDB Database