N-[4-(2,4-Dimethylphenyl)thiazol-2-yl]benzenesulfonamide

ID: ALA511969

Cas Number: 544410-53-9

PubChem CID: 4692407

Max Phase: Preclinical

Molecular Formula: C17H16N2O2S2

Molecular Weight: 344.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2csc(NS(=O)(=O)c3ccccc3)n2)c(C)c1

Standard InChI:  InChI=1S/C17H16N2O2S2/c1-12-8-9-15(13(2)10-12)16-11-22-17(18-16)19-23(20,21)14-6-4-3-5-7-14/h3-11H,1-2H3,(H,18,19)

Standard InChI Key:  ULLQJLDMRLWVHC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    3.4130   -2.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4117   -3.7567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1256   -4.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8459   -3.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8427   -2.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1236   -2.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6971   -2.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5561   -2.5074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5585   -4.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6456   -4.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4539   -5.1621    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.8659   -4.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3129   -3.8330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6919   -4.4331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1162   -5.1420    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5225   -5.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8291   -4.7246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4077   -5.5669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1083   -6.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5139   -7.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3324   -7.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7436   -6.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3356   -5.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
  4  9  1  0
  1  2  2  0
 12 14  1  0
  1  7  1  0
 14 15  1  0
  3  4  2  0
 15 16  1  0
  5  8  1  0
 15 17  2  0
  9 10  2  0
 15 18  2  0
 16 19  2  0
  4  5  1  0
 19 20  1  0
  2  3  1  0
 20 21  2  0
  5  6  2  0
 21 22  1  0
  6  1  1  0
 22 23  2  0
 23 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA511969

   N-[4-(2,4-dimethylphenyl)-1,3-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: 344.46

Molecular Weight (Monoisotopic): 344.0653

AlogP: 4.23

#Rotatable Bonds: 4

Polar Surface Area: 59.06

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.74

CX Basic pKa: ┄

CX LogP: 4.86

CX LogD: 4.30

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.77

Np Likeness Score: -2.02

References

1. Qiu XL, Li G, Wu G, Zhu J, Zhou L, Chen PL, Chamberlin AR, Lee WH..  (2009)  Synthesis and biological evaluation of a series of novel inhibitor of Nek2/Hec1 analogues.,  52  (6): [PMID:19243176] [10.1021/jm8015969]

2. Zheng S, Zhong Q, Xi Y, Mottamal M, Zhang Q, Schroeder RL, Sridhar J, He L, McFerrin H, Wang G..  (2014)  Modification and biological evaluation of thiazole derivatives as novel inhibitors of metastatic cancer cell migration and invasion.,  57  (15): [PMID:25007006] [10.1021/jm500724x]

Source

Source(1):

• Scientific Literature