Ligand profile

CHEMBL4161729

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00051 — DNA gyrase subunit B

Via homolog UniProt P0AES6 Formula C₁₈H₂₁Cl₃N₄O₅
pchembl 7.55 ~28.2 nM
Mol. weight 479.75 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4161729
UniProt (similar protein)
P0AES6
pchembl
7.550 (~28.2 nM)
Target protein
KP13_00051

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 479.75 Da
LogP (Crippen) 2.84
H-bond donors 5
H-bond acceptors 5
TPSA 146.54 Ų
Rotatable bonds 8
Aromatic rings 2 / 2
Heavy atoms 30
Fraction sp³ C 0.28
Formula C₁₈H₂₁Cl₃N₄O₅

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 146.5
  • −1 ≤ LogP ≤ 5 2.84
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 479.7
  • LogP ≤ 5 2.84
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 5
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 146.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1[nH]c(C(=O)Nc2ccc(C(=O)N[C@@H](C)C(=O)O)cc2OCCN)c(Cl)c1Cl.Cl
InChI 
InChI=1S/C18H20Cl2N4O5.ClH/c1-8-13(19)14(20)15(22-8)17(26)24-11-4-3-10(7-12(11)29-6-5-21)16(25)23-9(2)18(27)28;/h3-4,7,9,22H,5-6,21H2,1-2H3,(H,23,25)(H,24,26)(H,27,28);1H/t9-;/m0./s1
InChIKey 
LRHKTFAAYINDIL-FVGYRXGTSA-N

Provenance

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

Method
LigQ sequence
Source
ChEMBL
Curation
pdb_similarity_tanimoto
Binding sites
PF02518

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_00051.

PDB 88

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

Ligand PDB entry

ChEMBL 99

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)