2-(5-(4-butylphenyl)furan-2-yl)-6-nitroquinoline-4-carboxylic acid

ID: ALA5278302

Chembl Id: CHEMBL5278302

Max Phase: Preclinical

Molecular Formula: C24H20N2O5

Molecular Weight: 416.43

Names and Identifiers

Canonical SMILES:  CCCCc1ccc(-c2ccc(-c3cc(C(=O)O)c4cc([N+](=O)[O-])ccc4n3)o2)cc1

Standard InChI:  InChI=1S/C24H20N2O5/c1-2-3-4-15-5-7-16(8-6-15)22-11-12-23(31-22)21-14-19(24(27)28)18-13-17(26(29)30)9-10-20(18)25-21/h5-14H,2-4H2,1H3,(H,27,28)

Standard InChI Key:  UDCAKLDMNJRQKW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5278302

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 416.43

Molecular Weight (Monoisotopic): 416.1372

AlogP: 6.11

#Rotatable Bonds: 7

Polar Surface Area: 106.47

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.48

CX Basic pKa: ┄

CX LogP: 6.24

CX LogD: 2.86

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.29

Np Likeness Score: -0.93

References

1. Zerio CJ, Cunningham TA, Tulino AS, Alimusa EA, Buckley TM, Moore KT, Dodson M, Wilson NC, Ambrose AJ, Shi T, Sivinski J, Essegian DJ, Zhang DD, Schürer SC, Schatz JH, Chapman E..  (2021)  Discovery of an eIF4A Inhibitor with a Novel Mechanism of Action.,  64  (21.0): [PMID:34676755] [10.1021/acs.jmedchem.1c01014]

Source

Source(1):

• Scientific Literature