Ligand profile

ZINC3129761

Virtual-screening candidate from ZINC.

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

Via homolog UniProt Q01234 Formula C₁₉H₁₃NO₆S
Tanimoto 0.70
Mol. weight 383.38 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC3129761
UniProt (similar protein)
Q01234
Tanimoto
0.700
Target protein
VK055_1987

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 383.38 Da
LogP (Crippen) 3.79
H-bond donors 1
H-bond acceptors 5
TPSA 114.58 Ų
Rotatable bonds 5
Aromatic rings 3 / 3
Heavy atoms 27
Fraction sp³ C 0.00
Formula C₁₉H₁₃NO₆S

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 114.6
  • −1 ≤ LogP ≤ 5 3.79
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 383.4
  • LogP ≤ 5 3.79
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 114.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)c1ccc(S(=O)(=O)c2ccc(-c3ccc([N+](=O)[O-])cc3)cc2)cc1
InChI 
InChI=1S/C19H13NO6S/c21-19(22)15-5-11-18(12-6-15)27(25,26)17-9-3-14(4-10-17)13-1-7-16(8-2-13)20(23)24/h1-12H,(H,21,22)
InChIKey 
ZKKUREOWLHGSBL-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)