US8912224, 108

ID: ALA3662045

PubChem CID: 71292893

Max Phase: Preclinical

Molecular Formula: C27H30N2O2S

Molecular Weight: 446.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(C2CCc3cc(Oc4ncc(CN5CC6CCC(CC6)C5)s4)ccc3O2)cc1

Standard InChI:  InChI=1S/C27H30N2O2S/c1-2-4-21(5-3-1)25-12-10-22-14-23(11-13-26(22)31-25)30-27-28-15-24(32-27)18-29-16-19-6-7-20(17-29)9-8-19/h1-5,11,13-15,19-20,25H,6-10,12,16-18H2

Standard InChI Key:  USSYNOMXGPHSRR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 37  0  0  0  0  0  0  0  0999 V2000
    0.9498   -6.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5420   -6.3307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9534   -6.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2769   -5.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5893   -6.5154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8476   -5.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2851   -4.4883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1716   -3.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3100   -4.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6248   -5.7805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8372   -5.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3372   -5.2929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8056   -3.8679    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 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
   -2.5981    1.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -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
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1968    1.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1993    3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4995    3.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7974    2.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7950    1.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4948    0.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3786   -3.8595    0.0000 S   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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  4  1  0
  7 10  1  0
 10  2  1  0
  1 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 19  1  0
 24 25  2  0
 25 16  1  0
 21 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 14 32  1  0
 32 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3662045

   5-(3-azabicyclo[3.2.2]nonan-3-ylmethyl)-2-[(2-phenyl-3,4-dihydro-2H-chromen-6-yl)oxy]-1,3-thiazole

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: 446.62

Molecular Weight (Monoisotopic): 446.2028

AlogP: 6.62

#Rotatable Bonds: 5

Polar Surface Area: 34.59

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.22

CX LogP: 6.56

CX LogD: 5.68

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: -0.36

References

1.  (2014)  Substituted 2-(chroman-6-yloxy)-thiazoles and their use as pharmaceuticals, 

Source

Source(1):

• BindingDB Database