N-[3-(piperidin-4-yl)-5-(trifluoromethyl)phenyl]guanidine

ID: ALA4476817

PubChem CID: 134817550

Max Phase: Preclinical

Molecular Formula: C13H17F3N4

Molecular Weight: 286.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N=C(N)Nc1cc(C2CCNCC2)cc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C13H17F3N4/c14-13(15,16)10-5-9(8-1-3-19-4-2-8)6-11(7-10)20-12(17)18/h5-8,19H,1-4H2,(H4,17,18,20)

Standard InChI Key:  SVJLJEMEWHBCNB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   39.6200   -5.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6188   -6.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3269   -6.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0365   -6.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0337   -5.2379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3251   -4.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9108   -6.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2034   -6.0600    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.9102   -7.2863    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.1975   -6.8718    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.7449   -6.4681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.4520   -6.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1603   -6.4659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.4507   -5.2412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.3211   -4.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0294   -3.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0289   -2.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3218   -2.3877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.6135   -2.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6123   -3.6170    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
  2  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
  4 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 15 16  1  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  6 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476817

   ---

2. Alternative Forms:

   

   ALA4476817

   ---

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: 286.30

Molecular Weight (Monoisotopic): 286.1405

AlogP: 2.48

#Rotatable Bonds: 2

Polar Surface Area: 73.93

Molecular Species: BASE

HBA: 2

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.36

CX LogP: 1.93

CX LogD: -2.85

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.50

Np Likeness Score: -0.70

References

1. Tautermann CS, Binder F, Büttner FH, Eickmeier C, Fiegen D, Gross U, Grundl MA, Heilker R, Hobson S, Hoerer S, Luippold A, Mack V, Montel F, Peters S, Bhattacharya S, Vaidehi N, Schnapp G, Thamm S, Zeeb M..  (2019)  Allosteric Activation of Striatal-Enriched Protein Tyrosine Phosphatase (STEP, PTPN5) by a Fragment-like Molecule.,  62  (1): [PMID:30207464] [10.1021/acs.jmedchem.8b00857]

Source

Source(1):

• Scientific Literature