Ligand profile

CHEMBL3238304

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00117 — N-acetylmuramic acid 6-phosphate etherase

Via homolog UniProt Q14397 Formula C₂₀H₂₂F₃N₅O₃S₂
pchembl 6.58 ~263.0 nM
Mol. weight 501.56 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3238304
UniProt (similar protein)
Q14397
pchembl
6.580 (~263.0 nM)
Target protein
KP13_00117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 501.56 Da
LogP (Crippen) 2.54
H-bond donors 1
H-bond acceptors 7
TPSA 108.96 Ų
Rotatable bonds 4
Aromatic rings 2 / 3
Heavy atoms 33
Fraction sp³ C 0.35
Formula C₂₀H₂₂F₃N₅O₃S₂

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 109.0
  • −1 ≤ LogP ≤ 5 2.54
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 501.6
  • LogP ≤ 5 2.54
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 109.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC#C[C@H]1CN(S(=O)(=O)c2ccc(N)nc2)CCN1c1ccc(S(=O)(=NC)C(F)(F)F)cc1
InChI 
InChI=1S/C20H22F3N5O3S2/c1-3-4-16-14-27(33(30,31)18-9-10-19(24)26-13-18)11-12-28(16)15-5-7-17(8-6-15)32(29,25-2)20(21,22)23/h5-10,13,16H,11-12,14H2,1-2H3,(H2,24,26)/t16-,32?/m0/s1
InChIKey 
HYVIYWKPTYLHBX-KXJSNILUSA-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
PF20741' 'PF22645

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_00117.

PDB 17

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

Ligand PDB entry

ChEMBL 59

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)