Ligand profile

CHEMBL4762201

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02991 — 2,3-bisphosphoglycerate-dependent phosphoglycerate mutase

Via homolog UniProt P18669 Formula C₂₁H₁₁F₄NO₆S
pchembl 6.20 ~631.0 nM
Mol. weight 481.38 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4762201
UniProt (similar protein)
P18669
pchembl
6.200 (~631.0 nM)
Target protein
KP13_02991

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 481.38 Da
LogP (Crippen) 3.83
H-bond donors 3
H-bond acceptors 6
TPSA 120.77 Ų
Rotatable bonds 3
Aromatic rings 3 / 4
Heavy atoms 33
Fraction sp³ C 0.05
Formula C₂₁H₁₁F₄NO₆S

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 120.8
  • −1 ≤ LogP ≤ 5 3.83
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 481.4
  • LogP ≤ 5 3.83
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 120.8
PAINS Alert

Matches PAINS filter: quinone_A(370). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C1c2ccccc2C(=O)c2c1cc(NS(=O)(=O)c1ccc(F)c(C(F)(F)F)c1)c(O)c2O
InChI 
InChI=1S/C21H11F4NO6S/c22-14-6-5-9(7-13(14)21(23,24)25)33(31,32)26-15-8-12-16(20(30)19(15)29)18(28)11-4-2-1-3-10(11)17(12)27/h1-8,26,29-30H
InChIKey 
BCUAKYWNTIAODD-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
Binding sites
PF00300

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_02991.

PDB 9

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 26

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)