4-(5-Nitrofuran-2-yl)-5-(2-trifluoromethylphenyl)pyrimidine

ID: ALA4087465

PubChem CID: 137642043

Max Phase: Preclinical

Molecular Formula: C15H8F3N3O3

Molecular Weight: 335.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(-c2ncncc2-c2ccccc2C(F)(F)F)o1

Standard InChI:  InChI=1S/C15H8F3N3O3/c16-15(17,18)11-4-2-1-3-9(11)10-7-19-8-20-14(10)12-5-6-13(24-12)21(22)23/h1-8H

Standard InChI Key:  FYJZGTLRESNOMT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   11.1875  -22.3118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1864  -23.1313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8944  -23.5403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6041  -23.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6012  -22.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8926  -21.9029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3134  -23.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4001  -24.3530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1997  -24.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6072  -23.8132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0594  -23.2069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4232  -23.7274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7544  -22.9803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9046  -24.3877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3044  -21.8982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0139  -22.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7196  -21.8953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7169  -21.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0027  -20.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3000  -21.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5896  -20.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5843  -19.8632    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.8846  -21.0936    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.8782  -20.2688    0.0000 F   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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  1  0
  4  7  1  0
 12 13  2  0
 12 14  1  0
 10 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
  5 15  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
M  CHG  2  12   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4087465

   ---

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: 335.24

Molecular Weight (Monoisotopic): 335.0518

AlogP: 4.33

#Rotatable Bonds: 3

Polar Surface Area: 82.06

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.22

CX LogP: 3.70

CX LogD: 3.70

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.53

Np Likeness Score: -1.24

References

1. Verbitskiy EV, Baskakova SA, Gerasimova NA, Evstigneeva NP, Zil'berberg NV, Kungurov NV, Kravchenko MA, Skornyakov SN, Pervova MG, Rusinov GL, Chupakhin ON, Charushin VN..  (2017)  Synthesis and biological evaluation of novel 5-aryl-4-(5-nitrofuran-2-yl)-pyrimidines as potential anti-bacterial agents.,  27  (13): [PMID:28512023] [10.1016/j.bmcl.2017.05.013]

Source

Source(1):

• Scientific Literature