Ligand profile

CHEMBL3221566

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P04058 Formula C₃₇H₄₄ClN₅O₂
pchembl 9.38 ~0.4 nM
Mol. weight 626.25 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3221566
UniProt (similar protein)
P04058
pchembl
9.380 (~0.4 nM)
Target protein
VK055_0532

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 626.25 Da
LogP (Crippen) 8.04
H-bond donors 4
H-bond acceptors 5
TPSA 95.15 Ų
Rotatable bonds 14
Aromatic rings 4 / 5
Heavy atoms 45
Fraction sp³ C 0.38
Formula C₃₇H₄₄ClN₅O₂

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 8.04
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 626.2
  • LogP ≤ 5 8.04
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 5
Veber's rules Fail
  • Rotatable bonds ≤ 10 14
  • TPSA ≤ 140 Ų 95.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cccc(Nc2ccccc2C(=O)NCC(=O)NCCCCCCCNc2c3c(nc4cc(Cl)ccc24)CCCC3)c1C
InChI 
InChI=1S/C37H44ClN5O2/c1-25-13-12-18-31(26(25)2)42-33-17-9-7-15-30(33)37(45)41-24-35(44)39-21-10-4-3-5-11-22-40-36-28-14-6-8-16-32(28)43-34-23-27(38)19-20-29(34)36/h7,9,12-13,15,17-20,23,42H,3-6,8,10-11,14,16,21-22,24H2,1-2H3,(H,39,44)(H,40,43)(H,41,45)
InChIKey 
XBSCRLVKYZOQAQ-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)