Ligand profile

CHEMBL5807603

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3154 — alpha/beta hydrolase fold family protein

Via homolog UniProt Q99685 Formula C₂₄H₂₁ClN₄O₂
pchembl 9.37 ~0.4 nM
Mol. weight 432.91 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5807603
UniProt (similar protein)
Q99685
pchembl
9.370 (~0.4 nM)
Target protein
VK055_3154

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 432.91 Da
LogP (Crippen) 5.17
H-bond donors 0
H-bond acceptors 5
TPSA 64.16 Ų
Rotatable bonds 2
Aromatic rings 4 / 6
Heavy atoms 31
Fraction sp³ C 0.29
Formula C₂₄H₂₁ClN₄O₂

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 64.2
  • −1 ≤ LogP ≤ 5 5.17
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 432.9
  • LogP ≤ 5 5.17
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 64.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cn1nc2c(c1-c1cccc(Cl)c1)C[C@@H]1CCC[C@H]2N1C(=O)c1noc2ccccc12
InChI 
InChI=1S/C24H21ClN4O2/c1-28-23(14-6-4-7-15(25)12-14)18-13-16-8-5-10-19(21(18)26-28)29(16)24(30)22-17-9-2-3-11-20(17)31-27-22/h2-4,6-7,9,11-12,16,19H,5,8,10,13H2,1H3/t16-,19+/m0/s1
InChIKey 
LSHUAZFOUSPHJU-QFBILLFUSA-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
Activity
1264723
Binding sites
PF12146

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_3154.

PDB 7

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)