(E)-2-methoxy-5-((2,4,6-trimethoxystyrylsulfonyl)methyl)aniline

ID: ALA1771376

Chembl Id: CHEMBL1771376

Cas Number: 592542-50-2

PubChem CID: 11486204

Max Phase: Preclinical

Molecular Formula: C19H23NO6S

Molecular Weight: 393.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c(/C=C/S(=O)(=O)Cc2ccc(OC)c(N)c2)c(OC)c1

Standard InChI:  InChI=1S/C19H23NO6S/c1-23-14-10-18(25-3)15(19(11-14)26-4)7-8-27(21,22)12-13-5-6-17(24-2)16(20)9-13/h5-11H,12,20H2,1-4H3/b8-7+

Standard InChI Key:  KUTAVMCJCVADGZ-BQYQJAHWSA-N

Alternative Forms

1. Parent:

   

   ALA1771376

   (E)-5-((2,4,6-trimethoxystyrylsulfonyl)methyl)-2-methoxybenzenamine

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: 393.46

Molecular Weight (Monoisotopic): 393.1246

AlogP: 2.89

#Rotatable Bonds: 8

Polar Surface Area: 97.08

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.85

CX LogP: 1.45

CX LogD: 1.45

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: -0.07

References

1. Chahrour O, Abdalla A, Lam F, Midgley C, Wang S..  (2011)  Synthesis and biological evaluation of benzyl styrylsulfonyl derivatives as potent anticancer mitotic inhibitors.,  21  (10): [PMID:21463944] [10.1016/j.bmcl.2011.03.041]

2. Reddy MV, Venkatapuram P, Mallireddigari MR, Pallela VR, Cosenza SC, Robell KA, Akula B, Hoffman BS, Reddy EP..  (2011)  Discovery of a clinical stage multi-kinase inhibitor sodium (E)-2-{2-methoxy-5-[(2',4',6'-trimethoxystyrylsulfonyl)methyl]phenylamino}acetate (ON 01910.Na): synthesis, structure-activity relationship, and biological activity.,  54  (18): [PMID:21812421] [10.1021/jm200570p]

Source

Source(1):

• Scientific Literature