Ligand profile

CHEMBL390211

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05517 — Nitronate monooxygenase

Via homolog UniProt Q9FBC5 Formula C₃₄H₃₀Cl₂N₆O₄S₂
pchembl 8.35 ~4.5 nM
Mol. weight 721.69 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL390211
UniProt (similar protein)
Q9FBC5
pchembl
8.350 (~4.5 nM)
Target protein
KP13_05517

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 721.69 Da
LogP (Crippen) 7.02
H-bond donors 3
H-bond acceptors 8
TPSA 138.84 Ų
Rotatable bonds 10
Aromatic rings 6 / 6
Heavy atoms 48
Fraction sp³ C 0.18
Formula C₃₄H₃₀Cl₂N₆O₄S₂

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 7.02
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 721.7
  • LogP ≤ 5 7.02
  • 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)Nc3nc4ccc(S(C)(=O)=O)cc4s3)n2)cc1
InChI 
InChI=1S/C34H30Cl2N6O4S2/c1-20-24(17-25-26(35)4-3-5-27(25)36)30(43)13-15-42(20)14-12-21-6-8-22(9-7-21)29-18-37-32(39-29)19-38-33(44)41-34-40-28-11-10-23(48(2,45)46)16-31(28)47-34/h3-11,13,15-16,18H,12,14,17,19H2,1-2H3,(H,37,39)(H2,38,40,41,44)
InChIKey 
XZCGZPPAYIVBHM-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)