4-(2,2'-bithiophen-5-yl)pyrimidine

ID: ALA3298058

PubChem CID: 85898244

Max Phase: Preclinical

Molecular Formula: C12H8N2S2

Molecular Weight: 244.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1csc(-c2ccc(-c3ccncn3)s2)c1

Standard InChI:  InChI=1S/C12H8N2S2/c1-2-11(15-7-1)12-4-3-10(16-12)9-5-6-13-8-14-9/h1-8H

Standard InChI Key:  SCMHIYCRXHXJAJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 18  0  0  0  0  0  0  0  0999 V2000
    4.3744   -4.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6677   -4.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9602   -4.5696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9591   -5.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6715   -5.7967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3761   -5.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0849   -5.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1703   -6.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9709   -6.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3771   -6.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8261   -5.4541    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.1878   -5.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7369   -6.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4827   -6.2386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3918   -5.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5901   -5.2618    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
  6  7  1  0
  8  9  1  0
  7  8  2  0
  9 10  2  0
 10 11  1  0
 11  7  1  0
 13 14  1  0
 12 13  2  0
 14 15  2  0
 15 16  1  0
 16 12  1  0
 10 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3298058

   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: 244.34

Molecular Weight (Monoisotopic): 244.0129

AlogP: 3.93

#Rotatable Bonds: 2

Polar Surface Area: 25.78

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.28

CX LogP: 3.28

CX LogD: 3.28

Aromatic Rings: 3

Heavy Atoms: 16

QED Weighted: 0.68

Np Likeness Score: -1.50

References

1. Kravchenko MA, Verbitskiy EV, Medvinskiy ID, Rusinov GL, Charushin VN..  (2014)  Synthesis and antituberculosis activity of novel 5-styryl-4-(hetero)aryl-pyrimidines via combination of the Pd-catalyzed Suzuki cross-coupling and S(N)(H) reactions.,  24  (14): [PMID:24856062] [10.1016/j.bmcl.2014.05.006]

2. 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