ID: ALA1935531

Max Phase: Preclinical

Molecular Formula: C24H24ClN3O6S

Molecular Weight: 517.99

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1ccc(C)c(COc2cc(NC(=O)c3ccc(Cl)c([N+](=O)[O-])c3)ccc2N(C)S(C)(=O)=O)c1

Standard InChI:  InChI=1S/C24H24ClN3O6S/c1-15-5-6-16(2)18(11-15)14-34-23-13-19(8-10-21(23)27(3)35(4,32)33)26-24(29)17-7-9-20(25)22(12-17)28(30)31/h5-13H,14H2,1-4H3,(H,26,29)

Standard InChI Key:  NMHHTSZMZUUEQK-UHFFFAOYSA-N

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

Properties

Molecular Weight: 517.99

Molecular Weight (Monoisotopic): 517.1074

AlogP: 5.09

#Rotatable Bonds: 8

Polar Surface Area: 118.85

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.63

CX Basic pKa:

CX LogP: 4.80

CX LogD: 4.80

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.33

Np Likeness Score: -1.94

References

1. Zhong B, Cai X, Chennamaneni S, Yi X, Liu L, Pink JJ, Dowlati A, Xu Y, Zhou A, Su B..  (2012)  From COX-2 inhibitor nimesulide to potent anti-cancer agent: synthesis, in vitro, in vivo and pharmacokinetic evaluation.,  47  [PMID:22119125] [10.1016/j.ejmech.2011.11.012]

2. Lama R, Sandhu R, Zhong B, Li B, Su B..  (2012)  Identification of selective tubulin inhibitors as potential anti-trypanosomal agents.,  22  (17): [PMID:22850214] [10.1016/j.bmcl.2012.07.023]

3. Lama R, Zhang L, Naim JM, Williams J, Zhou A, Su B..  (2013)  Development, validation and pilot screening of an in vitro multi-cellular three-dimensional cancer spheroid assay for anti-cancer drug testing.,  21  (4): [PMID:23306053] [10.1016/j.bmc.2012.12.007]

Source

Source(1):

• Scientific Literature