Ligand profile

CHEMBL4162816

Bioactivity hit from ChEMBL on a similar protein.

Bound to: O00116

Via homolog UniProt Q15392 Formula C₂₅H₃₉NO₃
pchembl 6.08 ~831.8 nM
Mol. weight 401.59 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4162816
UniProt (similar protein)
Q15392
pchembl
6.080 (~831.8 nM)
Target protein
O00116

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 401.59 Da
LogP (Crippen) 4.88
H-bond donors 1
H-bond acceptors 3
TPSA 55.40 Ų
Rotatable bonds 3
Aromatic rings 0 / 4
Heavy atoms 29
Fraction sp³ C 0.84
Formula C₂₅H₃₉NO₃

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 55.4
  • −1 ≤ LogP ≤ 5 4.88
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 401.6
  • LogP ≤ 5 4.88
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 55.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CNC(=O)[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4C[C@@H](OC(C)=O)CC[C@]4(C)[C@H]3CC[C@]12C
InChI 
InChI=1S/C25H39NO3/c1-15(23(28)26-5)20-8-9-21-19-7-6-17-14-18(29-16(2)27)10-12-24(17,3)22(19)11-13-25(20,21)4/h7,15,17-18,20-22H,6,8-14H2,1-5H3,(H,26,28)/t15-,17-,18-,20+,21-,22-,24-,25+/m0/s1
InChIKey 
HFJCMPJDRHSXPA-SUAWWAITSA-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)