Ligand profile

CHEMBL3238309

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q14397 Formula C₂₀H₁₉F₆N₅O₃S
pchembl 8.00 ~10.0 nM
Mol. weight 523.46 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3238309
UniProt (similar protein)
Q14397
pchembl
8.000 (~10.0 nM)
Target protein
KP13_00117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 523.46 Da
LogP (Crippen) 2.27
H-bond donors 2
H-bond acceptors 7
TPSA 112.65 Ų
Rotatable bonds 4
Aromatic rings 2 / 3
Heavy atoms 35
Fraction sp³ C 0.40
Formula C₂₀H₁₉F₆N₅O₃S

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 112.7
  • −1 ≤ LogP ≤ 5 2.27
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 523.5
  • LogP ≤ 5 2.27
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 112.7
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(C(O)(C(F)(F)F)C(F)(F)F)cn1
InChI 
InChI=1S/C20H19F6N5O3S/c1-2-3-14-12-30(35(33,34)15-5-6-16(27)28-11-15)8-9-31(14)17-7-4-13(10-29-17)18(32,19(21,22)23)20(24,25)26/h4-7,10-11,14,32H,8-9,12H2,1H3,(H2,27,28)/t14-/m0/s1
InChIKey 
KAPNISKEKWJROJ-AWEZNQCLSA-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)