4-(4-((hydroxyimino)(p-tolyl)methyl)piperazin-1-yl)benzenesulfonamide

ID: ALA5287981

Max Phase: Preclinical

Molecular Formula: C18H22N4O3S

Molecular Weight: 374.47

Names and Identifiers

Canonical SMILES:  Cc1ccc(/C(=N\O)N2CCN(c3ccc(S(N)(=O)=O)cc3)CC2)cc1

Standard InChI:  InChI=1S/C18H22N4O3S/c1-14-2-4-15(5-3-14)18(20-23)22-12-10-21(11-13-22)16-6-8-17(9-7-16)26(19,24)25/h2-9,23H,10-13H2,1H3,(H2,19,24,25)/b20-18+

Standard InChI Key:  JCLAINPBCVYCMR-CZIZESTLSA-N

Molfile:  

 
     RDKit          2D

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   -2.8559    1.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441    0.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441   -0.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0002    1.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7143    0.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7143   -0.0547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8559   -0.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8559   -1.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1456   -1.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290   -1.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5705   -1.7049    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2852   -1.2923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1572   -2.4208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9831   -2.4208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2852   -0.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  6 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287981

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 374.47

Molecular Weight (Monoisotopic): 374.1413

AlogP: 1.60

#Rotatable Bonds: 3

Polar Surface Area: 99.23

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.97

CX Basic pKa: 4.35

CX LogP: 2.29

CX LogD: 2.28

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.37

Np Likeness Score: -1.36

References

1. Peerzada MN, Vullo D, Paoletti N, Bonardi A, Gratteri P, Supuran CT, Azam A..  (2023)  Discovery of Novel Hydroxyimine-Tethered Benzenesulfonamides as Potential Human Carbonic Anhydrase IX/XII Inhibitors.,  14  (6): [PMID:37312840] [10.1021/acsmedchemlett.3c00094]

Source

Source(1):

• Scientific Literature