Ligand profile

CHEMBL475765

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00667 — Glycogen phosphorylase

Via homolog UniProt P06737 Formula C₂₆H₂₉N₃O₄
pchembl 7.41 ~38.9 nM
Mol. weight 447.54 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL475765
UniProt (similar protein)
P06737
pchembl
7.410 (~38.9 nM)
Target protein
KP13_00667

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 447.54 Da
LogP (Crippen) 5.39
H-bond donors 4
H-bond acceptors 3
TPSA 107.53 Ų
Rotatable bonds 7
Aromatic rings 3 / 3
Heavy atoms 33
Fraction sp³ C 0.27
Formula C₂₆H₂₉N₃O₄

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 107.5
  • −1 ≤ LogP ≤ 5 5.39
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 447.5
  • LogP ≤ 5 5.39
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 107.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCC[C@H](NC(=O)c1cc2ccccc2cc1NC(=O)Nc1c(C)cc(C)cc1C)C(=O)O
InChI 
InChI=1S/C26H29N3O4/c1-5-8-21(25(31)32)27-24(30)20-13-18-9-6-7-10-19(18)14-22(20)28-26(33)29-23-16(3)11-15(2)12-17(23)4/h6-7,9-14,21H,5,8H2,1-4H3,(H,27,30)(H,31,32)(H2,28,29,33)/t21-/m0/s1
InChIKey 
FZTWCIHSJDWTMS-NRFANRHFSA-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)