Ligand profile

CHEMBL4170755

Bioactivity hit from ChEMBL on a similar protein.

Bound to: O00116

Via homolog UniProt Q15392 Formula C₂₉H₄₂INO
pchembl 8.54 ~2.9 nM
Mol. weight 547.57 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4170755
UniProt (similar protein)
Q15392
pchembl
8.540 (~2.9 nM)
Target protein
O00116

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 547.57 Da
LogP (Crippen) 3.10
H-bond donors 1
H-bond acceptors 1
TPSA 24.11 Ų
Rotatable bonds 3
Aromatic rings 1 / 5
Heavy atoms 32
Fraction sp³ C 0.69
Formula C₂₉H₄₂INO

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 24.1
  • −1 ≤ LogP ≤ 5 3.10
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 547.6
  • LogP ≤ 5 3.10
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 1
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 24.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@H](/C=C/c1cc[n+](C)cc1)[C@H]1CC[C@H]2C3=CC[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C.[I-]
InChI 
InChI=1S/C29H42NO.HI/c1-20(5-6-21-13-17-30(4)18-14-21)25-9-10-26-24-8-7-22-19-23(31)11-15-28(22,2)27(24)12-16-29(25,26)3;/h5-6,8,13-14,17-18,20,22-23,25-27,31H,7,9-12,15-16,19H2,1-4H3;1H/q+1;/p-1/b6-5+;/t20-,22+,23+,25-,26+,27+,28+,29-;/m1./s1
InChIKey 
FVRAVRAHUYIUAC-OWROUDABSA-M

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)