1-isobutyl-5-(4-trifluoromethylphenyl)biguanide

ID: ALA4638371

PubChem CID: 156012712

Max Phase: Preclinical

Molecular Formula: C13H18F3N5

Molecular Weight: 301.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)CNC(=N)NC(=N)Nc1ccc(C(F)(F)F)cc1

Standard InChI:  InChI=1S/C13H18F3N5/c1-8(2)7-19-11(17)21-12(18)20-10-5-3-9(4-6-10)13(14,15)16/h3-6,8H,7H2,1-2H3,(H5,17,18,19,20,21)

Standard InChI Key:  JXOHSFOLTWPYFM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
   10.5519   -2.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5508   -3.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2588   -3.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9685   -3.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9656   -2.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2570   -1.9808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6768   -3.6162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3839   -3.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0922   -3.6140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7993   -3.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5076   -3.6117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2147   -3.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9231   -3.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3826   -2.3893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7980   -2.3871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8441   -1.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8439   -1.1640    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.1365   -2.3900    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.1336   -1.5725    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.9243   -4.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6301   -3.1998    0.0000 C   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
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  8 14  2  0
 10 15  2  0
  1 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 13 20  1  0
 13 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4638371

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 301.32

Molecular Weight (Monoisotopic): 301.1514

AlogP: 2.82

#Rotatable Bonds: 3

Polar Surface Area: 83.79

Molecular Species: BASE

HBA: 2

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.44

CX LogP: 3.13

CX LogD: -0.05

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.44

Np Likeness Score: -0.73

References

1. Xiao D, Lu Z, Wang Z, Zhou S, Cao M, Deng J, Hu X, Peng M, He C, Wu J, Xu S, Zhang H, Xu C, Wang W, Guan A, Yang X..  (2020)  Synthesis, biological evaluation and anti-proliferative mechanism of fluorine-containing proguanil derivatives.,  28  (2): [PMID:31864776] [10.1016/j.bmc.2019.115258]

Source

Source(1):

• Scientific Literature