5-Benzo[b]thiophen-3-yl-4-(5-bromo-thiophen-2-yl)-pyrimidine

ID: ALA3422864

PubChem CID: 118735948

Max Phase: Preclinical

Molecular Formula: C16H9BrN2S2

Molecular Weight: 373.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Brc1ccc(-c2ncncc2-c2csc3ccccc23)s1

Standard InChI:  InChI=1S/C16H9BrN2S2/c17-15-6-5-14(21-15)16-11(7-18-9-19-16)12-8-20-13-4-2-1-3-10(12)13/h1-9H

Standard InChI Key:  WEPDPPVJAYGHPS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
    4.2537   -4.1987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3443   -5.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8565   -5.2005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2781   -3.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1852   -2.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6753   -2.8147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2104   -3.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9106   -2.3127    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3842   -2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5730   -4.0810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2161   -4.7204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2584   -1.7710    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  2  0
  4  7  1  0
  5 12  1  0
 12 13  2  0
 13 14  1  0
 14 16  1  0
 15 12  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  9 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3422864

   ---

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: 373.30

Molecular Weight (Monoisotopic): 371.9391

AlogP: 5.85

#Rotatable Bonds: 2

Polar Surface Area: 25.78

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.07

CX LogP: 5.32

CX LogD: 5.32

Aromatic Rings: 4

Heavy Atoms: 21

QED Weighted: 0.44

Np Likeness Score: -1.60

References

1. Verbitskiy EV, Cheprakova EM, Slepukhin PA, Kravchenko MA, Skornyakov SN, Rusinov GL, Chupakhin ON, Charushin VN..  (2015)  Synthesis, and structure-activity relationship for C(4) and/or C(5) thienyl substituted pyrimidines, as a new family of antimycobacterial compounds.,  97  [PMID:25982331] [10.1016/j.ejmech.2015.05.007]

Source

Source(1):

• Scientific Literature