N-((1-(benzo[d]oxazol-2-yl)piperidin-4-yl)methyl)-8-hydroxy-5-nitroquinoline-7-carboxamide

ID: ALA4228921

Chembl Id: CHEMBL4228921

PubChem CID: 145988823

Max Phase: Preclinical

Molecular Formula: C23H21N5O5

Molecular Weight: 447.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCC1CCN(c2nc3ccccc3o2)CC1)c1cc([N+](=O)[O-])c2cccnc2c1O

Standard InChI:  InChI=1S/C23H21N5O5/c29-21-16(12-18(28(31)32)15-4-3-9-24-20(15)21)22(30)25-13-14-7-10-27(11-8-14)23-26-17-5-1-2-6-19(17)33-23/h1-6,9,12,14,29H,7-8,10-11,13H2,(H,25,30)

Standard InChI Key:  AKIWPCVQIKPYHH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4228921

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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: 447.45

Molecular Weight (Monoisotopic): 447.1543

AlogP: 3.64

#Rotatable Bonds: 5

Polar Surface Area: 134.63

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.86

CX Basic pKa: 0.88

CX LogP: 3.90

CX LogD: 2.48

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.35

Np Likeness Score: -1.31

References

1. Sosič I, Mitrović A, Ćurić H, Knez D, Brodnik Žugelj H, Štefane B, Kos J, Gobec S..  (2018)  Cathepsin B inhibitors: Further exploration of the nitroxoline core.,  28  (7): [PMID:29503024] [10.1016/j.bmcl.2018.02.042]

Source

Source(1):

• Scientific Literature