Ligand profile

CHEMBL3238313

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q14397 Formula C₂₀H₂₂F₃N₅O₄S
pchembl 7.89 ~12.9 nM
Mol. weight 485.49 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3238313
UniProt (similar protein)
Q14397
pchembl
7.890 (~12.9 nM)
Target protein
KP13_00117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 485.49 Da
LogP (Crippen) 0.70
H-bond donors 3
H-bond acceptors 8
TPSA 132.88 Ų
Rotatable bonds 5
Aromatic rings 2 / 3
Heavy atoms 33
Fraction sp³ C 0.40
Formula C₂₀H₂₂F₃N₅O₄S

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 132.9
  • −1 ≤ LogP ≤ 5 0.70
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 485.5
  • LogP ≤ 5 0.70
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 132.9
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)(CO)C(F)(F)F)cn1
InChI 
InChI=1S/C20H22F3N5O4S/c1-2-3-15-12-27(33(31,32)16-5-6-17(24)25-11-16)8-9-28(15)18-7-4-14(10-26-18)19(30,13-29)20(21,22)23/h4-7,10-11,15,29-30H,8-9,12-13H2,1H3,(H2,24,25)/t15-,19+/m0/s1
InChIKey 
XZAJRLOTZNWGPU-HNAYVOBHSA-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)