Ligand profile

CHEMBL4175379

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00051 — DNA gyrase subunit B

Via homolog UniProt P0AES6 Formula C₁₉H₂₁Cl₂N₃O₅
pchembl 7.39 ~40.7 nM
Mol. weight 442.30 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4175379
UniProt (similar protein)
P0AES6
pchembl
7.390 (~40.7 nM)
Target protein
KP13_00051

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 442.30 Da
LogP (Crippen) 3.87
H-bond donors 4
H-bond acceptors 4
TPSA 120.52 Ų
Rotatable bonds 7
Aromatic rings 2 / 2
Heavy atoms 29
Fraction sp³ C 0.32
Formula C₁₉H₂₁Cl₂N₃O₅

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 120.5
  • −1 ≤ LogP ≤ 5 3.87
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 442.3
  • LogP ≤ 5 3.87
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 120.5
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)cc2OC(C)C)c(Cl)c1Cl
InChI 
InChI=1S/C19H21Cl2N3O5/c1-8(2)29-13-7-11(17(25)23-10(4)19(27)28)5-6-12(13)24-18(26)16-15(21)14(20)9(3)22-16/h5-8,10,22H,1-4H3,(H,23,25)(H,24,26)(H,27,28)/t10-/m1/s1
InChIKey 
TWXFDOYZBJAPPB-SNVBAGLBSA-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)