Ligand profile

CHEMBL3238315

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q14397 Formula C₁₈H₁₇F₆N₅O₃S₂
pchembl 7.09 ~81.3 nM
Mol. weight 529.49 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3238315
UniProt (similar protein)
Q14397
pchembl
7.090 (~81.3 nM)
Target protein
KP13_00117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 529.49 Da
LogP (Crippen) 2.34
H-bond donors 2
H-bond acceptors 8
TPSA 112.65 Ų
Rotatable bonds 4
Aromatic rings 2 / 3
Heavy atoms 34
Fraction sp³ C 0.44
Formula C₁₈H₁₇F₆N₅O₃S₂

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 2.34
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 529.5
  • LogP ≤ 5 2.34
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 8
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)CCN1c1ncc(C(O)(C(F)(F)F)C(F)(F)F)s1
InChI 
InChI=1S/C18H17F6N5O3S2/c1-2-3-11-10-28(34(31,32)12-4-5-14(25)26-8-12)6-7-29(11)15-27-9-13(33-15)16(30,17(19,20)21)18(22,23)24/h4-5,8-9,11,30H,6-7,10H2,1H3,(H2,25,26)/t11-/m0/s1
InChIKey 
YSNKPEVAHGAXPK-NSHDSACASA-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)