4-[4-(2-Nitro-vinyl)-phenoxysulfonyl]-benzoic acid methyl ester

ID: ALA77401

Chembl Id: CHEMBL77401

PubChem CID: 14862527

Max Phase: Preclinical

Molecular Formula: C16H13NO7S

Molecular Weight: 363.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(S(=O)(=O)Oc2ccc(/C=C/[N+](=O)[O-])cc2)cc1

Standard InChI:  InChI=1S/C16H13NO7S/c1-23-16(18)13-4-8-15(9-5-13)25(21,22)24-14-6-2-12(3-7-14)10-11-17(19)20/h2-11H,1H3/b11-10+

Standard InChI Key:  XLJNWAWRWXOCLS-ZHACJKMWSA-N

Alternative Forms

1. Parent:

   

   ALA77401

   Methyl 4-(4-(2-nitrovinyl)phenoxysulfonyl)benzoate

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: 363.35

Molecular Weight (Monoisotopic): 363.0413

AlogP: 2.49

#Rotatable Bonds: 6

Polar Surface Area: 112.81

Molecular Species: ┄

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.36

CX LogD: 3.36

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.34

Np Likeness Score: -0.39

References

1. Traxler PM, Wacker O, Bach HL, Geissler JF, Kump W, Meyer T, Regenass U, Roesel JL, Lydon N..  (1991)  Sulfonylbenzoyl-nitrostyrenes: potential bisubstrate type inhibitors of the EGF-receptor tyrosine protein kinase.,  34  (8): [PMID:1652014] [10.1021/jm00112a003]

2. Chang CJ, Geahlen RL..  (1992)  Protein-tyrosine kinase inhibition: mechanism-based discovery of antitumor agents.,  55  (11): [PMID:1479375] [10.1021/np50089a001]

Source

Source(1):

• Scientific Literature