Ligand profile

CHEMBL3221275

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0532 — alpha/beta hydrolase fold family protein

Via homolog UniProt P04058 Formula C₃₅H₄₁N₅O₂
pchembl 8.61 ~2.5 nM
Mol. weight 563.75 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3221275
UniProt (similar protein)
P04058
pchembl
8.610 (~2.5 nM)
Target protein
VK055_0532

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 563.75 Da
LogP (Crippen) 6.60
H-bond donors 4
H-bond acceptors 5
TPSA 95.15 Ų
Rotatable bonds 12
Aromatic rings 4 / 5
Heavy atoms 42
Fraction sp³ C 0.34
Formula C₃₅H₄₁N₅O₂

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 95.2
  • −1 ≤ LogP ≤ 5 6.60
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 563.7
  • LogP ≤ 5 6.60
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 5
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 95.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cccc(Nc2ccccc2C(=O)NCCC(=O)NCCCCNc2c3c(nc4ccccc24)CCCC3)c1C
InChI 
InChI=1S/C35H41N5O2/c1-24-12-11-19-29(25(24)2)39-32-18-8-5-15-28(32)35(42)38-23-20-33(41)36-21-9-10-22-37-34-26-13-3-6-16-30(26)40-31-17-7-4-14-27(31)34/h3,5-6,8,11-13,15-16,18-19,39H,4,7,9-10,14,17,20-23H2,1-2H3,(H,36,41)(H,37,40)(H,38,42)
InChIKey 
SCHQCMNAPKJPQW-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
Binding sites
PF00135

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_0532.

PDB 17

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)