Ligand profile

ZINC4892440

Virtual-screening candidate from ZINC.

Bound to: VK055_1987 — oxygen-insensitive NAD(P)H nitroreductase

Via homolog UniProt Q01234 Formula C₁₄H₁₁N₃O₅
Tanimoto 0.72
Mol. weight 301.26 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC4892440
UniProt (similar protein)
Q01234
Tanimoto
0.724
Target protein
VK055_1987

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 301.26 Da
LogP (Crippen) 2.94
H-bond donors 3
H-bond acceptors 4
TPSA 121.57 Ų
Rotatable bonds 4
Aromatic rings 2 / 2
Heavy atoms 22
Fraction sp³ C 0.00
Formula C₁₄H₁₁N₃O₅

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 121.6
  • −1 ≤ LogP ≤ 5 2.94
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 301.3
  • LogP ≤ 5 2.94
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 121.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Nc1ccc(C(=O)O)cc1)Nc1ccc([N+](=O)[O-])cc1
InChI 
InChI=1S/C14H11N3O5/c18-13(19)9-1-3-10(4-2-9)15-14(20)16-11-5-7-12(8-6-11)17(21)22/h1-8H,(H,18,19)(H2,15,16,20)
InChIKey 
WAMAJEDCQWPNLF-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Query
4NB
Homolog
Q01234

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_1987.

PDB 15

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ZINC 49

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)