Ligand profile

CHEMBL4160665

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00051 — DNA gyrase subunit B

Via homolog UniProt P0AES6 Formula C₁₉H₂₃Cl₃N₄O₅
pchembl 7.47 ~33.9 nM
Mol. weight 493.78 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4160665
UniProt (similar protein)
P0AES6
pchembl
7.470 (~33.9 nM)
Target protein
KP13_00051

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 493.78 Da
LogP (Crippen) 2.93
H-bond donors 4
H-bond acceptors 6
TPSA 135.54 Ų
Rotatable bonds 8
Aromatic rings 2 / 2
Heavy atoms 31
Fraction sp³ C 0.32
Formula C₁₉H₂₃Cl₃N₄O₅

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 135.5
  • −1 ≤ LogP ≤ 5 2.93
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 493.8
  • LogP ≤ 5 2.93
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 135.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC(=O)[C@H](C)NC(=O)c1ccc(NC(=O)c2[nH]c(C)c(Cl)c2Cl)c(OCCN)c1.Cl
InChI 
InChI=1S/C19H22Cl2N4O5.ClH/c1-9-14(20)15(21)16(23-9)18(27)25-12-5-4-11(8-13(12)30-7-6-22)17(26)24-10(2)19(28)29-3;/h4-5,8,10,23H,6-7,22H2,1-3H3,(H,24,26)(H,25,27);1H/t10-;/m0./s1
InChIKey 
IJDATLLSLMKNSM-PPHPATTJSA-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)