3,4-dimethoxy-N-(4-(3-nitrophenyl)-5-(piperidin-1-ylmethyl)thiazol-2-yl)benzenesulfonamide

ID: ALA3526575

Cas Number: 1008119-83-2

PubChem CID: 24812126

Product Number: D132586, Order Now?

Max Phase: Preclinical

Molecular Formula: C23H26N4O6S2

Molecular Weight: 518.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)Nc2nc(-c3cccc([N+](=O)[O-])c3)c(CN3CCCCC3)s2)cc1OC

Standard InChI:  InChI=1S/C23H26N4O6S2/c1-32-19-10-9-18(14-20(19)33-2)35(30,31)25-23-24-22(16-7-6-8-17(13-16)27(28)29)21(34-23)15-26-11-4-3-5-12-26/h6-10,13-14H,3-5,11-12,15H2,1-2H3,(H,24,25)

Standard InChI Key:  AOZLMMDVJOGGEQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.1399   -3.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0
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 32 33  1  0
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M  CHG  2   7   1   9  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3526575

   3,4-diMethoxy-N-(4-(3-nitrophenyl)-5-(piperidin-1-ylmethyl)thiazol-2-yl)benzenesulfonaMide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 518.62

Molecular Weight (Monoisotopic): 518.1294

AlogP: 4.52

#Rotatable Bonds: 9

Polar Surface Area: 123.90

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.89

CX Basic pKa: 7.43

CX LogP: 3.51

CX LogD: 3.58

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.32

Np Likeness Score: -1.83

References

1. Beconi MG, Yates D, Lyons K, Matthews K, Clifton S, Mead T, Prime M, Winkler D, O'Connell C, Walter D, Toledo-Sherman L, Munoz-Sanjuan I, Dominguez C..  (2012)  Metabolism and pharmacokinetics of JM6 in mice: JM6 is not a prodrug for Ro-61-8048.,  40  (12): [PMID:22942319] [10.1124/dmd.112.046532]

2. Ahamad S, Bhat SA..  (2022)  The Emerging Landscape of Small-Molecule Therapeutics for the Treatment of Huntington's Disease.,  65  (24.0): [PMID:36490325] [10.1021/acs.jmedchem.2c00799]

Source

Source(1):

• Scientific Literature