Ligand profile

CHEMBL175157

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05517 — Nitronate monooxygenase

Via homolog UniProt Q9FBC5 Formula C₃₀H₂₈Cl₂N₆O₄S₂
pchembl 8.03 ~9.3 nM
Mol. weight 671.63 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL175157
UniProt (similar protein)
Q9FBC5
pchembl
8.030 (~9.3 nM)
Target protein
KP13_05517

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 671.63 Da
LogP (Crippen) 5.87
H-bond donors 3
H-bond acceptors 8
TPSA 138.84 Ų
Rotatable bonds 10
Aromatic rings 5 / 5
Heavy atoms 44
Fraction sp³ C 0.20
Formula C₃₀H₂₈Cl₂N₆O₄S₂

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 138.8
  • −1 ≤ LogP ≤ 5 5.87
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 671.6
  • LogP ≤ 5 5.87
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 138.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1c(Cc2c(Cl)cccc2Cl)c(=O)ccn1CCc1ccc(-c2c[nH]c(CNC(=O)Nc3ncc(S(C)(=O)=O)s3)n2)cc1
InChI 
InChI=1S/C30H28Cl2N6O4S2/c1-18-21(14-22-23(31)4-3-5-24(22)32)26(39)11-13-38(18)12-10-19-6-8-20(9-7-19)25-15-33-27(36-25)16-34-29(40)37-30-35-17-28(43-30)44(2,41)42/h3-9,11,13,15,17H,10,12,14,16H2,1-2H3,(H,33,36)(H2,34,35,37,40)
InChIKey 
KXNPAPZAWLQDHC-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
PF03060

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_05517.

PDB 4

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

Ligand PDB entry

ChEMBL 14

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)