Ligand profile

CHEMBL3323454

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00667 — Glycogen phosphorylase

Via homolog UniProt P00489 Formula C₃₀H₃₆N₂O₅
pchembl 8.15 ~7.1 nM
Mol. weight 504.63 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3323454
UniProt (similar protein)
P00489
pchembl
8.150 (~7.1 nM)
Target protein
KP13_00667

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 504.63 Da
LogP (Crippen) 5.33
H-bond donors 3
H-bond acceptors 4
TPSA 104.73 Ų
Rotatable bonds 8
Aromatic rings 3 / 3
Heavy atoms 37
Fraction sp³ C 0.37
Formula C₃₀H₃₆N₂O₅

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 104.7
  • −1 ≤ LogP ≤ 5 5.33
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 504.6
  • LogP ≤ 5 5.33
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 104.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cc(C)c(NC(=O)Cc2cc3ccccc3cc2C(=O)N[C@H](C(=O)O)[C@@H](C)OC(C)(C)C)c(C)c1
InChI 
InChI=1S/C30H36N2O5/c1-17-12-18(2)26(19(3)13-17)31-25(33)16-23-14-21-10-8-9-11-22(21)15-24(23)28(34)32-27(29(35)36)20(4)37-30(5,6)7/h8-15,20,27H,16H2,1-7H3,(H,31,33)(H,32,34)(H,35,36)/t20-,27+/m1/s1
InChIKey 
OEARTYVEUSZCSI-HRFSGMKKSA-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)