3-amino-2-(4-bromobenzoyl)-4-methylthieno[2,3-b]pyridin-6(7H)-one

ID: ALA570135

PubChem CID: 1069189

Max Phase: Preclinical

Molecular Formula: C15H11BrN2O2S

Molecular Weight: 363.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(=O)[nH]c2sc(C(=O)c3ccc(Br)cc3)c(N)c12

Standard InChI:  InChI=1S/C15H11BrN2O2S/c1-7-6-10(19)18-15-11(7)12(17)14(21-15)13(20)8-2-4-9(16)5-3-8/h2-6H,17H2,1H3,(H,18,19)

Standard InChI Key:  CTSTYLUKIWTZGW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   10.4132  -21.1390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4132  -21.9640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1253  -22.3723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1253  -20.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8373  -21.1390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8418  -21.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6246  -22.2100    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.1038  -21.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6173  -20.8808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9289  -21.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3453  -22.2504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3374  -20.8214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1602  -20.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5688  -20.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1522  -19.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3229  -19.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9182  -20.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5599  -18.6721    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   13.0217  -20.1639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1253  -19.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6993  -22.3775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8 10  1  0
  5  6  2  0
 10 11  2  0
 10 12  1  0
  1  2  1  0
 12 13  2  0
  1  4  2  0
 13 14  1  0
  2  3  1  0
 14 15  2  0
  3  6  1  0
 15 16  1  0
  6  7  1  0
 16 17  2  0
 17 12  1  0
  7  8  1  0
 15 18  1  0
  8  9  2  0
  9 19  1  0
  9  5  1  0
  4 20  1  0
  5  4  1  0
  2 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA570135

   3-amino-2-(4-bromobenzoyl)-4-methyl-7H-thieno[2,3-b]pyridin-6-one

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: 363.24

Molecular Weight (Monoisotopic): 361.9725

AlogP: 3.47

#Rotatable Bonds: 2

Polar Surface Area: 75.95

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.80

CX Basic pKa: ┄

CX LogP: 4.02

CX LogD: 4.02

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.68

Np Likeness Score: -1.12

References

1. Gupta RK, Thakur TS, Desiraju GR, Tyagi JS..  (2009)  Structure-based design of DevR inhibitor active against nonreplicating Mycobacterium tuberculosis.,  52  (20): [PMID:19827833] [10.1021/jm900358q]

2. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

Source

Source(2):

• Scientific Literature
• AstraZeneca Deposited Data