4-[2,2']-bithiophenyl-5-yl-5-thiophen-2-ylpyrimidine

ID: ALA3423451

PubChem CID: 102451217

Max Phase: Preclinical

Molecular Formula: C16H10N2S3

Molecular Weight: 326.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1csc(-c2ccc(-c3ncncc3-c3cccs3)s2)c1

Standard InChI:  InChI=1S/C16H10N2S3/c1-3-12(19-7-1)11-9-17-10-18-16(11)15-6-5-14(21-15)13-4-2-8-20-13/h1-10H

Standard InChI Key:  DSBDXSJKUQYSBY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    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
    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
   -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
   -2.5987    1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7390    2.9810    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2067    3.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9546    1.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9492    0.8772    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 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9530   -1.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2010   -3.2957    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
   -4.8193    4.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1664    5.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2558    7.0226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5731    6.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2977    4.8306    0.0000 S   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
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  2  0
  5 12  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 17  1  0
  9 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3423451

   5-(2-Thienyl)-4-[5-(2-thienyl)-2-thienyl]pyrimidine

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: 326.47

Molecular Weight (Monoisotopic): 326.0006

AlogP: 5.66

#Rotatable Bonds: 3

Polar Surface Area: 25.78

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.95

CX LogP: 4.71

CX LogD: 4.71

Aromatic Rings: 4

Heavy Atoms: 21

QED Weighted: 0.49

Np Likeness Score: -0.92

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