(E)-2-(2-Methoxy-5-(2-(2',4',6'-trimethoxyphenyl)-vinylsulfonamido)phenylamino)-2-methylpropanoic acid

ID: ALA2397980

Chembl Id: CHEMBL2397980

PubChem CID: 71746061

Max Phase: Preclinical

Molecular Formula: C22H28N2O8S

Molecular Weight: 480.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c(/C=C/S(=O)(=O)Nc2ccc(OC)c(NC(C)(C)C(=O)O)c2)c(OC)c1

Standard InChI:  InChI=1S/C22H28N2O8S/c1-22(2,21(25)26)23-17-11-14(7-8-18(17)30-4)24-33(27,28)10-9-16-19(31-5)12-15(29-3)13-20(16)32-6/h7-13,23-24H,1-6H3,(H,25,26)/b10-9+

Standard InChI Key:  RINOCMDJPRBIMQ-MDZDMXLPSA-N

Alternative Forms

1. Parent:

   

   ALA2397980

   2-[2-methoxy-5-[[(E)-2-(2,4,6-trimethoxyphenyl)ethenyl]sulfonylamino]anilino]-2-methylpropanoic acid

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: 480.54

Molecular Weight (Monoisotopic): 480.1566

AlogP: 3.41

#Rotatable Bonds: 11

Polar Surface Area: 132.42

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.54

CX Basic pKa: 2.08

CX LogP: 2.00

CX LogD: -1.37

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.44

Np Likeness Score: -0.60

References

1. Reddy MV, Mallireddigari MR, Pallela VR, Cosenza SC, Billa VK, Akula B, Subbaiah DR, Bharathi EV, Padgaonkar A, Lv H, Gallo JM, Reddy EP..  (2013)  Design, synthesis, and biological evaluation of (E)-N-aryl-2-arylethenesulfonamide analogues as potent and orally bioavailable microtubule-targeted anticancer agents.,  56  (13): [PMID:23750455] [10.1021/jm400575x]

Source

Source(1):

• Scientific Literature