US8785638, 190

ID: ALA3671015

PubChem CID: 49806579

Max Phase: Preclinical

Molecular Formula: C29H30N2O4S

Molecular Weight: 502.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2sc3c(c2c(-c2ccc4c5c(ccnc25)CCO4)c1C(OC(C)(C)C)C(=O)O)CCCC3

Standard InChI:  InChI=1S/C29H30N2O4S/c1-15-21(26(28(32)33)35-29(2,3)4)23(24-17-7-5-6-8-20(17)36-27(24)31-15)18-9-10-19-22-16(12-14-34-19)11-13-30-25(18)22/h9-11,13,26H,5-8,12,14H2,1-4H3,(H,32,33)

Standard InChI Key:  WATCBOSILHMOJC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 36 41  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
   -2.5964   -3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8943   -3.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1945   -3.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4924   -3.7566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7926   -3.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7950   -1.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4971   -0.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4995    0.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2017    1.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9014    0.7475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8990   -0.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1969   -1.5046    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  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 14  1  0
 25 26  2  0
 26 17  1  0
 26 21  1  0
 13 27  2  0
 27  2  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
 28 34  1  0
 34 35  2  0
 34 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3671015

   tert-Butoxy[4-(2,3-dihydropyrano[4,3,2-de]quinolin-7-yl)-2-methyl-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: 502.64

Molecular Weight (Monoisotopic): 502.1926

AlogP: 6.57

#Rotatable Bonds: 4

Polar Surface Area: 81.54

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.31

CX Basic pKa: 5.01

CX LogP: 5.16

CX LogD: 3.19

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.34

Np Likeness Score: -0.79

References

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

Source

Source(1):

• BindingDB Database