Ligand profile

CHEMBL4159728

Bioactivity hit from ChEMBL on a similar protein.

Bound to: O00116

Via homolog UniProt Q15392 Formula C₂₈H₄₅NO₄
pchembl 8.26 ~5.5 nM
Mol. weight 459.67 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4159728
UniProt (similar protein)
Q15392
pchembl
8.260 (~5.5 nM)
Target protein
O00116

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 459.67 Da
LogP (Crippen) 5.24
H-bond donors 0
H-bond acceptors 5
TPSA 55.84 Ų
Rotatable bonds 6
Aromatic rings 0 / 4
Heavy atoms 33
Fraction sp³ C 0.86
Formula C₂₈H₄₅NO₄

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 55.8
  • −1 ≤ LogP ≤ 5 5.24
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 459.7
  • LogP ≤ 5 5.24
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 55.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)O[C@H]1CC[C@@]2(C)[C@@H](CC=C3[C@@H]2CC[C@]2(C)[C@@H]([C@H](C)COC(=O)CN(C)C)CC[C@@H]32)C1
InChI 
InChI=1S/C28H45NO4/c1-18(17-32-26(31)16-29(5)6)23-9-10-24-22-8-7-20-15-21(33-19(2)30)11-13-27(20,3)25(22)12-14-28(23,24)4/h8,18,20-21,23-25H,7,9-17H2,1-6H3/t18-,20+,21+,23-,24+,25+,27+,28-/m1/s1
InChIKey 
PKLFJHFSRZQYRP-BAYDCLOASA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ domain
Source
ChEMBL
Binding sites
PF01565

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to O00116.

PDB 63

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

Ligand PDB entry

ChEMBL 52

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)