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

ID: ALA4457432

PubChem CID: 155525961

Max Phase: Preclinical

Molecular Formula: C16H13N3O4S2

Molecular Weight: 375.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)Oc1ccc(NC2=NC(=O)/C(=C\c3ccccc3)S2)cc1

Standard InChI:  InChI=1S/C16H13N3O4S2/c17-25(21,22)23-13-8-6-12(7-9-13)18-16-19-15(20)14(24-16)10-11-4-2-1-3-5-11/h1-10H,(H2,17,21,22)(H,18,19,20)/b14-10+

Standard InChI Key:  QXXNOQFTGLIZJJ-GXDHUFHOSA-N

Molfile:  

 
     RDKit          2D

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    5.9102   -8.7662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0930   -8.7662    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.5016   -9.4739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6842  -10.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6831  -11.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3911  -11.6332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1008  -11.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0979  -10.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3893   -9.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3909  -12.4504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3869   -9.1787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0909   -7.9508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0985  -12.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1867  -13.6700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9860  -13.8401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3948  -13.1325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8480  -12.5251    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.3182  -14.5867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2075  -13.0472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6877  -13.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3542  -14.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8337  -15.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6474  -15.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9792  -14.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4976  -13.6203    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
M  END

Alternative Forms

1. Parent:

   

   ALA4457432

   ---

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: 375.43

Molecular Weight (Monoisotopic): 375.0347

AlogP: 2.35

#Rotatable Bonds: 4

Polar Surface Area: 110.85

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.85

CX Basic pKa: ┄

CX LogP: 2.30

CX LogD: 2.30

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.79

Np Likeness Score: -1.40

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