Ligand profile

CHEMBL3629576

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2008 — amino acid permease family protein

Via homolog UniProt Q9UPY5 Formula C₃₂H₃₃ClN₄O₅
pchembl 7.52 ~30.2 nM
Mol. weight 589.09 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3629576
UniProt (similar protein)
Q9UPY5
pchembl
7.520 (~30.2 nM)
Target protein
VK055_2008

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 589.09 Da
LogP (Crippen) 4.75
H-bond donors 0
H-bond acceptors 8
TPSA 93.97 Ų
Rotatable bonds 9
Aromatic rings 4 / 5
Heavy atoms 42
Fraction sp³ C 0.31
Formula C₃₂H₃₃ClN₄O₅

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 94.0
  • −1 ≤ LogP ≤ 5 4.75
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 589.1
  • LogP ≤ 5 4.75
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 94.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)c1ccc(OC(C)C)c(-n2c(CN3CCN(C(=O)COc4ccc(Cl)cc4)CC3)nc3ccccc3c2=O)c1
InChI 
InChI=1S/C32H33ClN4O5/c1-21(2)42-29-13-8-23(22(3)38)18-28(29)37-30(34-27-7-5-4-6-26(27)32(37)40)19-35-14-16-36(17-15-35)31(39)20-41-25-11-9-24(33)10-12-25/h4-13,18,21H,14-17,19-20H2,1-3H3
InChIKey 
ATCMKDQGMKHRFI-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
PF13520

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_2008.

PDB 2

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

Ligand PDB entry

ChEMBL 25

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)