4-(2-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-henicosafluoroundecanamido)ethyl)phenyl sulfamate

ID: ALA4555404

PubChem CID: 155557115

Max Phase: Preclinical

Molecular Formula: C19H11F21N2O4S

Molecular Weight: 762.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)Oc1ccc(CCNC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F)cc1

Standard InChI:  InChI=1S/C19H11F21N2O4S/c20-10(21,9(43)42-6-5-7-1-3-8(4-2-7)46-47(41,44)45)11(22,23)12(24,25)13(26,27)14(28,29)15(30,31)16(32,33)17(34,35)18(36,37)19(38,39)40/h1-4H,5-6H2,(H,42,43)(H2,41,44,45)

Standard InChI Key:  FRBCQNHCSNGPHK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 47 47  0  0  0  0  0  0  0  0999 V2000
   41.3301  -10.9041    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.7428  -11.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1512  -10.9017    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.4415  -12.7325    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.0370  -12.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6281  -12.7299    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.9186  -10.9124    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.3313  -11.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7397  -10.9099    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.0259  -12.7366    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.6214  -12.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2124  -12.7340    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.5029  -10.9165    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.9156  -11.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3241  -10.9140    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.6102  -12.7408    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.2058  -12.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7968  -12.7382    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.0873  -10.9206    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.5000  -11.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9084  -10.9182    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.1987  -12.7490    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.7942  -12.0433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3853  -12.7464    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.6716  -10.9248    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.0844  -11.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4928  -10.9223    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.3033  -12.1712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7160  -12.8811    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.1245  -12.1687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1344  -12.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1333  -12.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8413  -13.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5510  -12.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5481  -12.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8395  -11.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4252  -13.2914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0098  -13.2903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2543  -11.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9635  -12.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6697  -11.6437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.3789  -12.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3820  -12.8668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.4560  -12.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1034  -12.3893    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   42.5975  -12.8625    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   43.2552  -11.7134    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  0
  6  5  1  0
  8  7  1  0
  9  8  1  0
 11 10  1  0
 12 11  1  0
 14 13  1  0
 15 14  1  0
 17 16  1  0
 18 17  1  0
 20 19  1  0
 21 20  1  0
 23 22  1  0
 24 23  1  0
 26 25  1  0
 27 26  1  0
 29 28  2  0
 30 29  2  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 31  1  0
 32 37  1  0
 37 29  1  0
 29 38  1  0
 35 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 26  1  0
 42 43  2  0
 26 23  1  0
 23 20  1  0
 20 17  1  0
 17 14  1  0
 14 11  1  0
 11  8  1  0
  8  5  1  0
  5  2  1  0
  2 44  1  0
 44 45  1  0
 44 46  1  0
 44 47  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4555404

   ---

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: 762.33

Molecular Weight (Monoisotopic): 762.0104

AlogP: 6.21

#Rotatable Bonds: 14

Polar Surface Area: 98.49

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -4.76

CX Basic pKa: ┄

CX LogP: 6.35

CX LogD: 6.35

Aromatic Rings: 1

Heavy Atoms: 47

QED Weighted: 0.22

Np Likeness Score: -0.48

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