ID: ALA4228576

Max Phase: Preclinical

Molecular Formula: C14H10N4O4

Molecular Weight: 298.26

Molecule Type: Small molecule

Representations

Canonical SMILES:  N#CC1(NC(=O)c2cc([N+](=O)[O-])c3cccnc3c2O)CC1

Standard InChI:  InChI=1S/C14H10N4O4/c15-7-14(3-4-14)17-13(20)9-6-10(18(21)22)8-2-1-5-16-11(8)12(9)19/h1-2,5-6,19H,3-4H2,(H,17,20)

Standard InChI Key:  NIKQTIUGPSGCNZ-UHFFFAOYSA-N

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

Properties

Molecular Weight: 298.26

Molecular Weight (Monoisotopic): 298.0702

AlogP: 1.63

#Rotatable Bonds: 3

Polar Surface Area: 129.15

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 5.85

CX Basic pKa: 0.67

CX LogP: 1.72

CX LogD: 0.29

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.65

Np Likeness Score: -1.27

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]

2. Proschak A, Martinelli G, Frank D, Rotter MJ, Brunst S, Weizel L, Burgers LD, Fürst R, Proschak E, Sosič I, Gobec S, Wichelhaus TA..  (2022)  Nitroxoline and its derivatives are potent inhibitors of metallo-β-lactamases.,  228  [PMID:34865870] [10.1016/j.ejmech.2021.113975]

Source

Source(1):

• Scientific Literature