US9169234, 24

ID: ALA3977900

PubChem CID: 52911388

Max Phase: Preclinical

Molecular Formula: C13H14N2O4

Molecular Weight: 262.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCC(=O)NCC(=O)c1c[nH]c2ccc(O)cc12

Standard InChI:  InChI=1S/C13H14N2O4/c1-19-7-13(18)15-6-12(17)10-5-14-11-3-2-8(16)4-9(10)11/h2-5,14,16H,6-7H2,1H3,(H,15,18)

Standard InChI Key:  VZXRQYZONBQNCI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  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
   -1.8631   -3.8341    0.0000 O   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 O   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  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 10  1  0
 19 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3977900

   N-[2-(5-hydroxy-1H-indol-3-yl)-2-oxoethyl]-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: 262.27

Molecular Weight (Monoisotopic): 262.0954

AlogP: 0.82

#Rotatable Bonds: 5

Polar Surface Area: 91.42

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.11

CX Basic pKa: ┄

CX LogP: 0.05

CX LogD: 0.04

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.70

Np Likeness Score: -0.58

References

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

Source

Source(1):

• BindingDB Database