N-(3-(2-Aminophenyl)-3-hydroxypropyl)-4-(trifluoromethyl)benzimidamide

ID: ALA4853752

PubChem CID: 164616258

Max Phase: Preclinical

Molecular Formula: C17H18F3N3O

Molecular Weight: 337.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N=C(NCCC(O)c1ccccc1N)c1ccc(C(F)(F)F)cc1

Standard InChI:  InChI=1S/C17H18F3N3O/c18-17(19,20)12-7-5-11(6-8-12)16(22)23-10-9-15(24)13-3-1-2-4-14(13)21/h1-8,15,24H,9-10,21H2,(H2,22,23)

Standard InChI Key:  YATQPVGTLRQYIG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   22.2086   -1.3620    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.0258   -1.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6172   -0.6543    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.0620   -4.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0533   -3.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7733   -5.0330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3594   -5.0470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6481   -4.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9455   -5.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9500   -5.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6655   -6.2796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2474   -6.2977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2561   -7.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5535   -7.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8422   -7.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8335   -6.3117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5361   -5.8962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9675   -7.5123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7576   -3.3992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7492   -2.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0367   -2.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3311   -2.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3429   -3.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7297   -0.9468    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  4  6  2  0
  4  7  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 12 17  2  0
 13 18  1  0
 10 12  1  0
  7  8  1  0
  5 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23  5  1  0
 21  2  1  0
  2 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4853752

   ---

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: 337.35

Molecular Weight (Monoisotopic): 337.1402

AlogP: 3.33

#Rotatable Bonds: 5

Polar Surface Area: 82.13

Molecular Species: BASE

HBA: 3

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 11.20

CX LogP: 2.37

CX LogD: -0.02

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.38

Np Likeness Score: -0.52

References

1. Arias F, Franco-Montalban F, Romero M, Carrión MD, Camacho ME..  (2021)  Synthesis, bioevaluation and docking studies of new imidamide derivatives as nitric oxide synthase inhibitors.,  44  [PMID:34218000] [10.1016/j.bmc.2021.116294]

Source

Source(1):

• Scientific Literature