N-(cyanomethyl)-8-hydroxy-5-nitroquinoline-7-carboxamide

ID: ALA4228126

Chembl Id: CHEMBL4228126

PubChem CID: 145970706

Max Phase: Preclinical

Molecular Formula: C12H8N4O4

Molecular Weight: 272.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CCNC(=O)c1cc([N+](=O)[O-])c2cccnc2c1O

Standard InChI:  InChI=1S/C12H8N4O4/c13-3-5-15-12(18)8-6-9(16(19)20)7-2-1-4-14-10(7)11(8)17/h1-2,4,6,17H,5H2,(H,15,18)

Standard InChI Key:  WDOPTNLWFMUNFY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4228126

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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: 272.22

Molecular Weight (Monoisotopic): 272.0546

AlogP: 1.10

#Rotatable Bonds: 3

Polar Surface Area: 129.15

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.85

CX Basic pKa: 0.67

CX LogP: 1.03

CX LogD: -0.40

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.49

Np Likeness Score: -1.57

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