US9181236, Table A, 22

ID: ALA3923980

PubChem CID: 89419847

Max Phase: Preclinical

Molecular Formula: C16H22FN3O2S

Molecular Weight: 339.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@]1(c2cc(N)ccc2F)CS(=O)(=O)C2(CCCCC2)C(=N)N1

Standard InChI:  InChI=1S/C16H22FN3O2S/c1-15(12-9-11(18)5-6-13(12)17)10-23(21,22)16(14(19)20-15)7-3-2-4-8-16/h5-6,9H,2-4,7-8,10,18H2,1H3,(H2,19,20)/t15-/m0/s1

Standard InChI Key:  WWGYWODVFGIRNA-HNNXBMFYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  1  0  0  0  0  0999 V2000
    0.5756   -1.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7526    1.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2578    1.2945    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4576    1.2678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6319    2.3183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0105    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7631   -1.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2683   -1.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0209    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2683    1.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7631    1.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2578   -1.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8563   -2.3346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7526   -1.2945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7104    1.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2100    1.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9297    2.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1293    2.6781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1497    3.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6501    3.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0695    2.5806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2692    2.5527    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  2  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  7  1  0
  7 13  1  0
 13 14  2  0
 13 15  1  0
 15  2  1  0
  2 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 22 16  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3923980

   US9181236, Table A, 22

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: 339.44

Molecular Weight (Monoisotopic): 339.1417

AlogP: 2.32

#Rotatable Bonds: 1

Polar Surface Area: 96.04

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.51

CX LogP: 1.56

CX LogD: 1.20

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.68

Np Likeness Score: -0.50

References

1.  (2015)  2-spiro-substituted iminothiazines and their mono-and dioxides as bace inhibitors, compositions and their use, 

Source

Source(1):

• BindingDB Database