US9169234, 17

ID: ALA3971928

PubChem CID: 52911381

Max Phase: Preclinical

Molecular Formula: C14H18N2O4S

Molecular Weight: 310.38

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H18N2O4S/c1-20-9-14(17)15-6-5-10-8-16-13-4-3-11(7-12(10)13)21(2,18)19/h3-4,7-8,16H,5-6,9H2,1-2H3,(H,15,17)

Standard InChI Key:  ZQUAKJBUKQFQSY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  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
   -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
   -2.5988    1.5004    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5996    2.7004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6378    0.9001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6383    2.0999    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
 16 17  2  0
 17  9  1  0
 17 12  1  0
 15 18  1  0
 18 19  2  0
 18 20  2  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3971928

   2-methoxy-N-[2-(5-methylsulfonyl-1H-indol-3-yl)ethyl]acetamide

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: 310.38

Molecular Weight (Monoisotopic): 310.0987

AlogP: 0.88

#Rotatable Bonds: 6

Polar Surface Area: 88.26

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -0.03

CX LogD: -0.03

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.83

Np Likeness Score: -1.49

References

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

Source

Source(1):

• BindingDB Database