Ligand profile

CHEMBL401989

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0576 — amino acid permease family protein

Via homolog UniProt Q9UPY5 Formula C₃₀H₃₁ClN₄O₄
pchembl 6.85 ~141.3 nM
Mol. weight 547.06 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL401989
UniProt (similar protein)
Q9UPY5
pchembl
6.850 (~141.3 nM)
Target protein
VK055_0576

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 547.06 Da
LogP (Crippen) 4.72
H-bond donors 0
H-bond acceptors 7
TPSA 76.90 Ų
Rotatable bonds 8
Aromatic rings 4 / 5
Heavy atoms 39
Fraction sp³ C 0.30
Formula C₃₀H₃₁ClN₄O₄

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 76.9
  • −1 ≤ LogP ≤ 5 4.72
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 547.1
  • LogP ≤ 5 4.72
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 76.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOc1ccccc1-n1c(C(C)N2CCN(C(=O)COc3ccc(Cl)cc3)CC2)nc2ccccc2c1=O
InChI 
InChI=1S/C30H31ClN4O4/c1-3-38-27-11-7-6-10-26(27)35-29(32-25-9-5-4-8-24(25)30(35)37)21(2)33-16-18-34(19-17-33)28(36)20-39-23-14-12-22(31)13-15-23/h4-15,21H,3,16-20H2,1-2H3
InChIKey 
BKQFRNYHFIQEKN-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
Activity
Active
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_0576.

PDB 2

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

Ligand PDB entry

ChEMBL 36

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)