6-((2,6-dichlorobenzyl)sulfonyl)-2-(4-hydroxy-3-nitrobenzylidene)-2H-benzo[b][1,4]thiazin-3(4H)-one

ID: ALA5280761

Max Phase: Preclinical

Molecular Formula: C22H14Cl2N2O6S2

Molecular Weight: 537.40

Names and Identifiers

Canonical SMILES:  O=C1Nc2cc(S(=O)(=O)Cc3c(Cl)cccc3Cl)ccc2S/C1=C\c1ccc(O)c([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C22H14Cl2N2O6S2/c23-15-2-1-3-16(24)14(15)11-34(31,32)13-5-7-20-17(10-13)25-22(28)21(33-20)9-12-4-6-19(27)18(8-12)26(29)30/h1-10,27H,11H2,(H,25,28)/b21-9-

Standard InChI Key:  DOMBZVXKSRQDOJ-NKVSQWTQSA-N

Molfile:  

 
     RDKit          2D

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    3.2156    2.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9275    1.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7882   -1.8568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0735   -1.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6568   -2.5711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2156   -0.6156    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7835   -3.0930    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2174   -1.8568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2156    3.0927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7864    2.2678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7864    3.0930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  2  0
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  9 30  2  0
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M  CHG  2  32   1  33  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5280761

   ---

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: 537.40

Molecular Weight (Monoisotopic): 535.9670

AlogP: 5.67

#Rotatable Bonds: 5

Polar Surface Area: 126.61

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.63

CX Basic pKa: ┄

CX LogP: 4.92

CX LogD: 4.11

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.24

Np Likeness Score: -1.56

References

1. Lindberg MF, Deau E, Arfwedson J, George N, George P, Alfonso P, Corrionero A, Meijer L..  (2023)  Comparative Efficacy and Selectivity of Pharmacological Inhibitors of DYRK and CLK Protein Kinases.,  66  (6): [PMID:36876904] [10.1021/acs.jmedchem.2c02068]

Source

Source(1):

• Scientific Literature