US9169234, 2

ID: ALA3943302

PubChem CID: 18947274

Max Phase: Preclinical

Molecular Formula: C14H16N2O2

Molecular Weight: 244.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCc1c[nH]c2ccc(O)cc12)C1CC1

Standard InChI:  InChI=1S/C14H16N2O2/c17-11-3-4-13-12(7-11)10(8-16-13)5-6-15-14(18)9-1-2-9/h3-4,7-9,16-17H,1-2,5-6H2,(H,15,18)

Standard InChI Key:  GDPRTWGCLXPGEF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    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
    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
   -2.7248    1.2135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6065    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248   -1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1904   -2.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6588   -2.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1253   -4.3743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5937   -4.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3953   -3.7915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0602   -6.1110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1464   -7.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7197   -7.4912    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  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 14  1  0
  8 17  1  0
 17  5  1  0
 17 18  2  0
 18  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3943302

   N-[2-(5-hydroxyindol-3-yl)ethyl]cyclopropylcarboxamide

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: 244.29

Molecular Weight (Monoisotopic): 244.1212

AlogP: 1.94

#Rotatable Bonds: 4

Polar Surface Area: 65.12

Molecular Species: NEUTRAL

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.56

CX Basic pKa: ┄

CX LogP: 1.78

CX LogD: 1.78

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.77

Np Likeness Score: -0.48

References

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

Source

Source(1):

• BindingDB Database