US9169234, 16

ID: ALA3952031

PubChem CID: 52911380

Max Phase: Preclinical

Molecular Formula: C13H15FN2O2

Molecular Weight: 250.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCC(=O)NCCc1c[nH]c2ccc(F)cc12

Standard InChI:  InChI=1S/C13H15FN2O2/c1-18-8-13(17)15-5-4-9-7-16-12-3-2-10(14)6-11(9)12/h2-3,6-7,16H,4-5,8H2,1H3,(H,15,17)

Standard InChI Key:  HGKSZORVNFVLMC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -2.0979  -11.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966  -10.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7622   -9.1698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7600   -8.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4141   -8.3003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2256   -6.6258    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2234   -5.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6890   -4.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3114   -2.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -3.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -1.7530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383    1.3500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18  9  1  0
 18 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3952031

   N-[2-(5-fluoro-1H-indol-3-yl)ethyl]-2-methoxyacetamide

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: 250.27

Molecular Weight (Monoisotopic): 250.1118

AlogP: 1.61

#Rotatable Bonds: 5

Polar Surface Area: 54.12

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.27

CX LogD: 1.27

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.85

Np Likeness Score: -1.43

References

1.  (2015)  Sepiapterin reductase inhibitors for the treatment of pain, 

Source

Source(1):

• BindingDB Database