Ligand profile

CHEMBL3745752

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q14397 Formula C₂₆H₂₂ClF₃N₂O₃S₂
pchembl 6.52 ~302.0 nM
Mol. weight 567.05 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3745752
UniProt (similar protein)
Q14397
pchembl
6.520 (~302.0 nM)
Target protein
KP13_00117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 567.05 Da
LogP (Crippen) 6.56
H-bond donors 2
H-bond acceptors 5
TPSA 79.29 Ų
Rotatable bonds 7
Aromatic rings 4 / 5
Heavy atoms 37
Fraction sp³ C 0.27
Formula C₂₆H₂₂ClF₃N₂O₃S₂

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 79.3
  • −1 ≤ LogP ≤ 5 6.56
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 567.1
  • LogP ≤ 5 6.56
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 79.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@@](O)(c1ccnc(-c2cccc3cc([C@H](NS(=O)(=O)C4CC4)c4ccccc4Cl)sc23)c1)C(F)(F)F
InChI 
InChI=1S/C26H22ClF3N2O3S2/c1-25(33,26(28,29)30)16-11-12-31-21(14-16)19-7-4-5-15-13-22(36-24(15)19)23(18-6-2-3-8-20(18)27)32-37(34,35)17-9-10-17/h2-8,11-14,17,23,32-33H,9-10H2,1H3/t23-,25-/m1/s1
InChIKey 
MBAGUBQPZLMGBR-ILBGXUMGSA-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)