Ligand profile

CHEMBL2152855

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00051 — DNA gyrase subunit B

Via homolog UniProt P0A0K8 Formula C₂₂H₂₉FN₆O₆S
pchembl 8.05 ~8.9 nM
Mol. weight 524.58 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2152855
UniProt (similar protein)
P0A0K8
pchembl
8.050 (~8.9 nM)
Target protein
KP13_00051

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 524.58 Da
LogP (Crippen) 2.88
H-bond donors 5
H-bond acceptors 8
TPSA 179.42 Ų
Rotatable bonds 5
Aromatic rings 3 / 4
Heavy atoms 36
Fraction sp³ C 0.45
Formula C₂₂H₂₉FN₆O₆S

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 179.4
  • −1 ≤ LogP ≤ 5 2.88
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 524.6
  • LogP ≤ 5 2.88
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 179.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCNC(=O)Nc1nc2cc(-c3cnc(C(C)(C)O)nc3)c(F)c([C@H]3CCCO3)c2[nH]1.CS(=O)(=O)O
InChI 
InChI=1S/C21H25FN6O3.CH4O3S/c1-4-23-20(29)28-19-26-13-8-12(11-9-24-18(25-10-11)21(2,3)30)16(22)15(17(13)27-19)14-6-5-7-31-14;1-5(2,3)4/h8-10,14,30H,4-7H2,1-3H3,(H3,23,26,27,28,29);1H3,(H,2,3,4)/t14-;/m1./s1
InChIKey 
KHJGBBQXNNFNOP-PFEQFJNWSA-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
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)