Ligand profile

CHEMBL5422723

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0334 — ABC transporter family protein

Via homolog UniProt Q9UNQ0 Formula C₂₄H₃₃N₃O₄
pchembl 6.41 ~389.0 nM
Mol. weight 427.55 Da
Permeability High
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5422723
UniProt (similar protein)
Q9UNQ0
pchembl
6.410 (~389.0 nM)
Target protein
VK055_0334

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 427.55 Da
LogP (Crippen) 3.33
H-bond donors 2
H-bond acceptors 4
TPSA 83.66 Ų
Rotatable bonds 5
Aromatic rings 2 / 4
Heavy atoms 31
Fraction sp³ C 0.58
Formula C₂₄H₃₃N₃O₄

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 83.7
  • −1 ≤ LogP ≤ 5 3.33
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 427.5
  • LogP ≤ 5 3.33
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 83.7
PAINS Alert

Matches PAINS filter: indol_3yl_alk(461). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc2c3c([nH]c2c1)[C@H](CC(C)C)N1C(=O)[C@H](COC(C)(C)C)NC(=O)[C@@H]1C3
InChI 
InChI=1S/C24H33N3O4/c1-13(2)9-19-21-16(15-8-7-14(30-6)10-17(15)25-21)11-20-22(28)26-18(23(29)27(19)20)12-31-24(3,4)5/h7-8,10,13,18-20,25H,9,11-12H2,1-6H3,(H,26,28)/t18-,19-,20-/m0/s1
InChIKey 
MCNWRSIRXQATOS-UFYCRDLUSA-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
PF01061

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_0334.

PDB 8

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 32

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)