(E)-4-(4-oxo-5-(3,4,5-trimethoxybenzylidene)-4,5-dihydrothiazol-2-ylamino)phenyl sulfamate

ID: ALA4554643

PubChem CID: 155556147

Max Phase: Preclinical

Molecular Formula: C19H19N3O7S2

Molecular Weight: 465.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C2/SC(Nc3ccc(OS(N)(=O)=O)cc3)=NC2=O)cc(OC)c1OC

Standard InChI:  InChI=1S/C19H19N3O7S2/c1-26-14-8-11(9-15(27-2)17(14)28-3)10-16-18(23)22-19(30-16)21-12-4-6-13(7-5-12)29-31(20,24)25/h4-10H,1-3H3,(H2,20,24,25)(H,21,22,23)/b16-10+

Standard InChI Key:  WWOUYKDYLNVBGB-MHWRWJLKSA-N

Molfile:  

 
     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   26.0304  -16.9010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2132  -16.9010    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.6218  -17.6087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8044  -18.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8033  -19.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5113  -19.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2210  -19.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2182  -18.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5095  -18.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5111  -20.5852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5071  -17.3134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2112  -16.0855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2187  -20.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3069  -21.8048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1062  -21.9749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5150  -21.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9683  -20.6599    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.4384  -22.7215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3277  -21.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8080  -21.8431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4744  -22.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9539  -23.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7676  -23.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0994  -22.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6179  -21.7551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2487  -23.8247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9118  -22.3246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3944  -22.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6211  -23.9954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8083  -24.0803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9172  -24.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  6 10  1  0
  9 11  1  0
 11  2  1  0
  2 12  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
 15 18  2  0
 16 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 23 26  1  0
 24 27  1  0
 27 28  1  0
 22 29  1  0
 29 30  1  0
 26 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4554643

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 465.51

Molecular Weight (Monoisotopic): 465.0664

AlogP: 2.38

#Rotatable Bonds: 7

Polar Surface Area: 138.54

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.85

CX Basic pKa: ┄

CX LogP: 1.82

CX LogD: 1.82

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.59

Np Likeness Score: -0.99

References

1. Zaraei SO, Abduelkarem AR, Anbar HS, Kobeissi S, Mohammad M, Ossama A, El-Gamal MI..  (2019)  Sulfamates in drug design and discovery: Pre-clinical and clinical investigations.,  179  [PMID:31255926] [10.1016/j.ejmech.2019.06.052]

Source

Source(1):

• Scientific Literature