US9181236, Table A, 14-8

ID: ALA3966486

PubChem CID: 90287194

Max Phase: Preclinical

Molecular Formula: C14H18ClN3O3S

Molecular Weight: 343.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@]1(c2cc(N)ccc2Cl)CS(=O)(=O)[C@@]2(CCOC2)C(=N)N1

Standard InChI:  InChI=1S/C14H18ClN3O3S/c1-13(10-6-9(16)2-3-11(10)15)8-22(19,20)14(12(17)18-13)4-5-21-7-14/h2-3,6H,4-5,7-8,16H2,1H3,(H2,17,18)/t13-,14+/m0/s1

Standard InChI Key:  IDSDTWJEZXHWKO-UONOGXRCSA-N

Molfile:  

     RDKit          2D

 22 24  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
   -0.7540    1.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2621    1.2970    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4618    1.2703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6362    2.3208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0162    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8909    1.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3236    0.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3236   -0.7540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8909   -1.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2621   -1.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8606   -2.3371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7540   -1.2970    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 Cl  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  6
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  7  1  0
  7 12  1  0
 12 13  2  0
 12 14  1  0
 14  2  1  0
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 15  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3966486

   US9181236, Table A, 14-8

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: 343.84

Molecular Weight (Monoisotopic): 343.0757

AlogP: 1.29

#Rotatable Bonds: 1

Polar Surface Area: 105.27

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.92

CX LogP: 0.12

CX LogD: 0.00

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.67

Np Likeness Score: -0.43

References

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

Source

Source(1):

• BindingDB Database