US8586620, 115

ID: ALA3645488

PubChem CID: 15951126

Max Phase: Preclinical

Molecular Formula: C21H19N3S

Molecular Weight: 345.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N/C(=N\c1ccc2ccn(CCc3ccccc3)c2c1)c1cccs1

Standard InChI:  InChI=1S/C21H19N3S/c22-21(20-7-4-14-25-20)23-18-9-8-17-11-13-24(19(17)15-18)12-10-16-5-2-1-3-6-16/h1-9,11,13-15H,10,12H2,(H2,22,23)

Standard InChI Key:  QCGLRBKXODCKAO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    1.5548   -3.6021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    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
   -2.7248    1.2135    0.0000 C   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 N   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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5925   -4.6865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0558   -6.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0519   -7.2277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5847   -6.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1214   -5.4890    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
    3.8933   -3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0312   -5.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4984   -5.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2484   -4.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2447   -3.1359    0.0000 S   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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  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
 17 18  2  0
 18 13  1  0
 10 19  1  0
 19  7  1  0
 19 20  2  0
 20  4  1  0
  2 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3645488

   N'-[1-(2-phenylethyl)indol-6-yl]thiophene-2-carboximidamide

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: 345.47

Molecular Weight (Monoisotopic): 345.1300

AlogP: 4.98

#Rotatable Bonds: 5

Polar Surface Area: 43.31

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.21

CX LogP: 5.19

CX LogD: 4.98

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.40

Np Likeness Score: -1.49

References

1.  (2013)  Substituted indole compounds having NOS inhibitory activity, 

Source

Source(1):

• BindingDB Database