Ligand profile

CHEMBL23065

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04258 — Oxygen-insensitive NADPH nitroreductase

Via homolog UniProt Q8X6S1 Formula C₁₁H₁₂I₂N₄O₅
pchembl 7.00 ~100.0 nM
Mol. weight 534.05 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL23065
UniProt (similar protein)
Q8X6S1
pchembl
7.000 (~100.0 nM)
Target protein
KP13_04258

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 534.05 Da
LogP (Crippen) 2.28
H-bond donors 1
H-bond acceptors 6
TPSA 132.61 Ų
Rotatable bonds 8
Aromatic rings 1 / 1
Heavy atoms 22
Fraction sp³ C 0.36
Formula C₁₁H₁₂I₂N₄O₅

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 132.6
  • −1 ≤ LogP ≤ 5 2.28
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 534.0
  • LogP ≤ 5 2.28
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 132.6
PAINS Alert

Matches PAINS filter: anil_di_alk_A(478). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
NC(=O)c1cc([N+](=O)[O-])cc([N+](=O)[O-])c1N(CCI)CCI
InChI 
InChI=1S/C11H12I2N4O5/c12-1-3-15(4-2-13)10-8(11(14)18)5-7(16(19)20)6-9(10)17(21)22/h5-6H,1-4H2,(H2,14,18)
InChIKey 
SAHOWQPZXATCCE-UHFFFAOYSA-N

Provenance

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

Method
LigQ nearest_k
Source
ChEMBL
Binding sites
PF00881

External resources

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

Other ligands for this protein

Quick navigation to other ligands bound to KP13_04258.

PDB 2

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

Ligand PDB entry

ChEMBL 4

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

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

Compound Similarity (Tanimoto)