NEQUINATE

ID: ALA2104807

Chembl Id: CHEMBL2104807

Cas Number: 13997-19-8

PubChem CID: 26383

Product Number: N114352

Max Phase: Phase

Molecular Formula: C22H23NO4

Molecular Weight: 365.43

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Neoquate | AY-20,385 | AY-20385 | ICI 55,052 | ICI-55052 | NEQUINATE|13997-19-8|Methyl benzoquate|Methyl 7-(benzyloxy)-6-butyl-4-oxo-1,4-dihydroquinoline-3-carboxylate|Nequinato|Nequinatum|Statyl|Neqoinate|Methyl 7-(benzyloxy)-6-butyl-1,4-dihydro-4-oxo-3-quinolinecarboxylate|Nequinate (USAN)|ICI 55,052|methyl 6-butyl-4-oxo-7-phenylmethoxy-1H-quinoline-3-carboxylate|ICI 55052|AY 20385|AY-20385|3-Quinolinecarboxylic acid, 6-butyl-1,4-dihydro-4-oxo-7-(phenylmethoxy)-, methyl ester|AY-20,385|DTXSID2Show More⌵

Canonical SMILES:  CCCCc1cc2c(=O)c(C(=O)OC)c[nH]c2cc1OCc1ccccc1

Standard InChI:  InChI=1S/C22H23NO4/c1-3-4-10-16-11-17-19(23-13-18(21(17)24)22(25)26-2)12-20(16)27-14-15-8-6-5-7-9-15/h5-9,11-13H,3-4,10,14H2,1-2H3,(H,23,24)

Standard InChI Key:  NNOPDLNHPOLRRE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2104807

   NEQUINATE

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 365.43

Molecular Weight (Monoisotopic): 365.1627

AlogP: 4.24

#Rotatable Bonds: 7

Polar Surface Area: 68.39

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.15

CX Basic pKa: ┄

CX LogP: 5.33

CX LogD: 5.33

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.64

Np Likeness Score: -0.29

References

1. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

2. PubChem BioAssay data set, 

3. Georgiadis MP..  (1976)  Products from furans. 1. Sunthesis and anticoccidial and antimicrobial activity of 5-amino-5,6-dihydro-6-methoxy-2-methyl-2-(4'-biphenylyl)-2H-pyran-3(4H)-ones and related compounds.,  19  (2): [PMID:814239] [10.1021/jm00224a033]

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• USP Dictionary of USAN and International Drug Names