Ligand profile

CHEMBL3088087

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1452 — short chain dehydrogenase family protein

Via homolog UniProt O54939 Formula C₂₉H₃₉NO₃
pchembl 7.66 ~21.9 nM
Mol. weight 449.64 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3088087
UniProt (similar protein)
O54939
pchembl
7.660 (~21.9 nM)
Target protein
VK055_1452

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 449.64 Da
LogP (Crippen) 5.09
H-bond donors 1
H-bond acceptors 4
TPSA 55.40 Ų
Rotatable bonds 2
Aromatic rings 1 / 6
Heavy atoms 33
Fraction sp³ C 0.72
Formula C₂₉H₃₉NO₃

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 55.4
  • −1 ≤ LogP ≤ 5 5.09
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 449.6
  • LogP ≤ 5 5.09
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 55.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@]12CC[C@]3(CN[C@@H](Cc4ccccc4)C(=O)O3)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
InChI 
InChI=1S/C29H39NO3/c1-27-14-15-29(18-30-24(26(32)33-29)16-19-6-4-3-5-7-19)17-20(27)8-9-21-22-10-11-25(31)28(22,2)13-12-23(21)27/h3-7,20-24,30H,8-18H2,1-2H3/t20-,21-,22-,23-,24-,27-,28-,29+/m0/s1
InChIKey 
OVBVPGFTBBLZOR-ZRXWQUTISA-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
PF00106

External resources

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

Other ligands for this protein

Quick navigation to other ligands bound to VK055_1452.

PDB 1

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)