Ligand profile

CHEMBL114846

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00667 — Glycogen phosphorylase

Via homolog UniProt P11217 Formula C₁₉H₂₁ClN₂O₅
pchembl 7.70 ~20.0 nM
Mol. weight 392.84 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL114846
UniProt (similar protein)
P11217
pchembl
7.700 (~20.0 nM)
Target protein
KP13_00667

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 392.84 Da
LogP (Crippen) 2.59
H-bond donors 3
H-bond acceptors 4
TPSA 106.94 Ų
Rotatable bonds 6
Aromatic rings 1 / 2
Heavy atoms 27
Fraction sp³ C 0.32
Formula C₁₉H₂₁ClN₂O₅

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 106.9
  • −1 ≤ LogP ≤ 5 2.59
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 392.8
  • LogP ≤ 5 2.59
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 106.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCNC(=O)C1=C(C)N(CC)C(C(=O)O)=C(C(=O)O)C1c1ccccc1Cl
InChI 
InChI=1S/C19H21ClN2O5/c1-4-21-17(23)13-10(3)22(5-2)16(19(26)27)15(18(24)25)14(13)11-8-6-7-9-12(11)20/h6-9,14H,4-5H2,1-3H3,(H,21,23)(H,24,25)(H,26,27)
InChIKey 
LXKAQMWETQWIPQ-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
PF00343

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_00667.

PDB 116

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

Ligand PDB entry

ChEMBL 99

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)