ID: ALA1935538

Max Phase: Preclinical

Molecular Formula: C25H26N2O6S

Molecular Weight: 482.56

Molecule Type: Small molecule

Representations

Synonyms (1): NSC-751382
Synonyms from Alternative Forms(1):

Canonical SMILES:  Cc1ccc(C)c(COc2cc(NC(=O)c3ccc4c(c3)OCO4)ccc2N(C)S(C)(=O)=O)c1

Standard InChI:  InChI=1S/C25H26N2O6S/c1-16-5-6-17(2)19(11-16)14-31-23-13-20(8-9-21(23)27(3)34(4,29)30)26-25(28)18-7-10-22-24(12-18)33-15-32-22/h5-13H,14-15H2,1-4H3,(H,26,28)

Standard InChI Key:  NNVDIXHOVATNMH-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: 482.56

Molecular Weight (Monoisotopic): 482.1512

AlogP: 4.26

#Rotatable Bonds: 7

Polar Surface Area: 94.17

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.88

CX LogD: 3.88

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.54

Np Likeness Score: -1.37

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. Yi X, Zhong B, Smith KM, Geldenhuys WJ, Feng Y, Pink JJ, Dowlati A, Xu Y, Zhou A, Su B..  (2012)  Identification of a class of novel tubulin inhibitors.,  55  (7): [PMID:22435708] [10.1021/jm300100d]

3. 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]

4. 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]

5. Fossa P, Cichero E..  (2015)  In silico evaluation of human small heat shock protein HSP27: homology modeling, mutation analyses and docking studies.,  23  (13): [PMID:25999205] [10.1016/j.bmc.2015.04.070]

Source

Source(1):

• Scientific Literature