US9169234, 12

ID: ALA3962540

PubChem CID: 52911441

Max Phase: Preclinical

Molecular Formula: C15H15N3O

Molecular Weight: 253.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc2[nH]cc(CCNc3cccnc3)c2c1

Standard InChI:  InChI=1S/C15H15N3O/c19-13-3-4-15-14(8-13)11(9-18-15)5-7-17-12-2-1-6-16-10-12/h1-4,6,8-10,17-19H,5,7H2

Standard InChI Key:  LHSDACWDBHQJHJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  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
   -7.0620   -6.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5302   -6.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5303   -5.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0621   -3.8736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5938   -3.5665    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
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  8 18  1  0
 18  5  1  0
 18 19  2  0
 19  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3962540

   3-[2-(pyridin-3-ylamino)ethyl]-1H-indol-5-ol

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: 253.31

Molecular Weight (Monoisotopic): 253.1215

AlogP: 2.92

#Rotatable Bonds: 4

Polar Surface Area: 60.94

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.56

CX Basic pKa: 5.60

CX LogP: 2.04

CX LogD: 2.03

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.67

Np Likeness Score: -0.63

References

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

Source

Source(1):

• BindingDB Database