Ligand profile

CHEMBL3127361

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q14397 Formula C₂₄H₂₂F₆N₂O₄S₂
pchembl 6.67 ~213.8 nM
Mol. weight 580.57 Da
Permeability High
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3127361
UniProt (similar protein)
Q14397
pchembl
6.670 (~213.8 nM)
Target protein
KP13_00117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 580.57 Da
LogP (Crippen) 4.89
H-bond donors 2
H-bond acceptors 6
TPSA 81.08 Ų
Rotatable bonds 6
Aromatic rings 3 / 4
Heavy atoms 38
Fraction sp³ C 0.33
Formula C₂₄H₂₂F₆N₂O₄S₂

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 81.1
  • −1 ≤ LogP ≤ 5 4.89
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 580.6
  • LogP ≤ 5 4.89
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 81.1
PAINS Alert

Matches PAINS filter: anil_di_alk_D(198). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=S(=O)(c1cccs1)N1CCN(c2ccc(C(O)(C(F)(F)F)C(F)(F)F)cc2)C(Cc2ccccc2O)C1
InChI 
InChI=1S/C24H22F6N2O4S2/c25-23(26,27)22(34,24(28,29)30)17-7-9-18(10-8-17)32-12-11-31(38(35,36)21-6-3-13-37-21)15-19(32)14-16-4-1-2-5-20(16)33/h1-10,13,19,33-34H,11-12,14-15H2
InChIKey 
MNJILEVDEUZNTI-UHFFFAOYSA-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)