Ligand profile

CHEMBL3747784

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q14397 Formula C₂₄H₂₀ClNO₅S
pchembl 7.28 ~52.5 nM
Mol. weight 469.95 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3747784
UniProt (similar protein)
Q14397
pchembl
7.280 (~52.5 nM)
Target protein
KP13_00117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 469.95 Da
LogP (Crippen) 5.32
H-bond donors 1
H-bond acceptors 5
TPSA 77.77 Ų
Rotatable bonds 5
Aromatic rings 4 / 5
Heavy atoms 32
Fraction sp³ C 0.17
Formula C₂₄H₂₀ClNO₅S

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 77.8
  • −1 ≤ LogP ≤ 5 5.32
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 469.9
  • LogP ≤ 5 5.32
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 77.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=S(=O)(N[C@@H](c1cc2ccccc2o1)c1ccccc1Cl)c1ccc2c(c1)OCCCO2
InChI 
InChI=1S/C24H20ClNO5S/c25-19-8-3-2-7-18(19)24(23-14-16-6-1-4-9-20(16)31-23)26-32(27,28)17-10-11-21-22(15-17)30-13-5-12-29-21/h1-4,6-11,14-15,24,26H,5,12-13H2/t24-/m1/s1
InChIKey 
PHIWVLWYGPATHV-XMMPIXPASA-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)