(2E)-2-[(Benzyloxy)imino]-3-(4-hydroxyphenyl)-N-[(4-sulfamoylphenyl)methyl]propanamide

ID: ALA4483677

PubChem CID: 155540629

Max Phase: Preclinical

Molecular Formula: C23H23N3O5S

Molecular Weight: 453.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1ccc(CNC(=O)/C(Cc2ccc(O)cc2)=N/OCc2ccccc2)cc1

Standard InChI:  InChI=1S/C23H23N3O5S/c24-32(29,30)21-12-8-18(9-13-21)15-25-23(28)22(14-17-6-10-20(27)11-7-17)26-31-16-19-4-2-1-3-5-19/h1-13,27H,14-16H2,(H,25,28)(H2,24,29,30)/b26-22+

Standard InChI Key:  CHLLBTSJOUDGTR-XTCLZLMSSA-N

Molfile:  

 
     RDKit          2D

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   46.1713  -21.3749    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   41.2264  -18.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2236  -17.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   41.2239  -20.9692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   42.6396  -20.1523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.9321  -18.9264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   44.7569  -19.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.8792  -20.9667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.5125  -16.4715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.8085  -20.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1007  -21.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3952  -20.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6879  -21.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6873  -22.1931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3999  -22.6017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1043  -22.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2 24  1  0
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 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483677

   ---

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: 453.52

Molecular Weight (Monoisotopic): 453.1358

AlogP: 2.47

#Rotatable Bonds: 9

Polar Surface Area: 131.08

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.42

CX Basic pKa: ┄

CX LogP: 3.46

CX LogD: 3.45

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.34

Np Likeness Score: -0.66

References

1. Mujumdar P, Kopecka J, Bua S, Supuran CT, Riganti C, Poulsen SA..  (2019)  Carbonic Anhydrase XII Inhibitors Overcome Temozolomide Resistance in Glioblastoma.,  62  (8): [PMID:30925064] [10.1021/acs.jmedchem.9b00282]

Source

Source(1):

• Scientific Literature