Ligand profile

CHEMBL3088089

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1452 — short chain dehydrogenase family protein

Via homolog UniProt O54939 Formula C₃₆H₄₅NO₃
pchembl 7.24 ~57.5 nM
Mol. weight 539.76 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3088089
UniProt (similar protein)
O54939
pchembl
7.240 (~57.5 nM)
Target protein
VK055_1452

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 539.76 Da
LogP (Crippen) 7.01
H-bond donors 0
H-bond acceptors 4
TPSA 46.61 Ų
Rotatable bonds 4
Aromatic rings 2 / 7
Heavy atoms 40
Fraction sp³ C 0.61
Formula C₃₆H₄₅NO₃

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 46.6
  • −1 ≤ LogP ≤ 5 7.01
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 539.8
  • LogP ≤ 5 7.01
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 46.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@]12CC[C@@]3(C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12)CN(Cc1ccccc1)[C@@H](Cc1ccccc1)C(=O)O3
InChI 
InChI=1S/C36H45NO3/c1-34-19-20-36(22-27(34)13-14-28-29-15-16-32(38)35(29,2)18-17-30(28)34)24-37(23-26-11-7-4-8-12-26)31(33(39)40-36)21-25-9-5-3-6-10-25/h3-12,27-31H,13-24H2,1-2H3/t27-,28-,29-,30-,31-,34-,35-,36+/m0/s1
InChIKey 
HDSBPWALSVPVOL-CYQIHANRSA-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)