Ligand profile

CHEMBL3263297

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0681 — alpha/beta hydrolase fold family protein

Via homolog UniProt P34913 Formula C₃₄H₅₈N₄O₂
pchembl 9.30 ~0.5 nM
Mol. weight 554.86 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3263297
UniProt (similar protein)
P34913
pchembl
9.300 (~0.5 nM)
Target protein
VK055_0681

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 554.86 Da
LogP (Crippen) 7.14
H-bond donors 4
H-bond acceptors 2
TPSA 82.26 Ų
Rotatable bonds 13
Aromatic rings 0 / 8
Heavy atoms 40
Fraction sp³ C 0.94
Formula C₃₄H₅₈N₄O₂

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 82.3
  • −1 ≤ LogP ≤ 5 7.14
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 554.9
  • LogP ≤ 5 7.14
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 2
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 82.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(NC(=O)NCCCCCCCCNC(=O)NC(C)C12CC3CC(CC(C3)C1)C2)C12CC3CC(CC(C3)C1)C2
InChI 
InChI=1S/C34H58N4O2/c1-23(33-17-25-11-26(18-33)13-27(12-25)19-33)37-31(39)35-9-7-5-3-4-6-8-10-36-32(40)38-24(2)34-20-28-14-29(21-34)16-30(15-28)22-34/h23-30H,3-22H2,1-2H3,(H2,35,37,39)(H2,36,38,40)
InChIKey 
HLBRIQHYABHTRT-UHFFFAOYSA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF00561

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_0681.

PDB 99

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)