5-(3,4-dihydroxy-5-nitrobenzylidene)3-ethylthiazolidine-2,4-dione

ID: ALA3818719

Chembl Id: CHEMBL3818719

PubChem CID: 127050335

Max Phase: Preclinical

Molecular Formula: C20H25N3O6

Molecular Weight: 403.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)C(=O)c1cc2cc(O)c(O)c([N+](=O)[O-])c2cc1C(=O)N(CC)CC

Standard InChI:  InChI=1S/C20H25N3O6/c1-5-21(6-2)19(26)14-9-12-10-16(24)18(25)17(23(28)29)13(12)11-15(14)20(27)22(7-3)8-4/h9-11,24-25H,5-8H2,1-4H3

Standard InChI Key:  WZSMUKJKASLWBP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3818719

   ---

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: 403.44

Molecular Weight (Monoisotopic): 403.1743

AlogP: 3.12

#Rotatable Bonds: 7

Polar Surface Area: 124.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.85

CX Basic pKa: ┄

CX LogP: 2.32

CX LogD: 1.68

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.42

Np Likeness Score: -0.49

References

1. von Kleist L, Michaelis S, Bartho K, Graebner O, Schlief M, Dreger M, Schrey AK, Sefkow M, Kroll F, Koester H, Luo Y..  (2016)  Identification of Potential Off-target Toxicity Liabilities of Catechol-O-methyltransferase Inhibitors by Differential Competition Capture Compound Mass Spectrometry.,  59  (10): [PMID:27074629] [10.1021/acs.jmedchem.5b01970]

Source

Source(1):

• Scientific Literature