Ligand profile

CHEMBL5574021

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_4832 — citrate transporter family protein

Via homolog UniProt Q86YT5 Formula C₁₆H₂₁NO₆
pchembl 6.07 ~851.1 nM
Mol. weight 323.35 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5574021
UniProt (similar protein)
Q86YT5
pchembl
6.070 (~851.1 nM)
Target protein
VK055_4832

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 323.35 Da
LogP (Crippen) 0.75
H-bond donors 3
H-bond acceptors 5
TPSA 107.30 Ų
Rotatable bonds 7
Aromatic rings 1 / 2
Heavy atoms 23
Fraction sp³ C 0.50
Formula C₁₆H₂₁NO₆

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 107.3
  • −1 ≤ LogP ≤ 5 0.75
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 323.3
  • LogP ≤ 5 0.75
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 107.3
PAINS Alert

Matches PAINS filter: anil_di_alk_E(186). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)CC(O)(CCc1ccc(N2CCOCC2)cc1)C(=O)O
InChI 
InChI=1S/C16H21NO6/c18-14(19)11-16(22,15(20)21)6-5-12-1-3-13(4-2-12)17-7-9-23-10-8-17/h1-4,22H,5-11H2,(H,18,19)(H,20,21)
InChIKey 
KZTQSSNFXUGOCP-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
PF00939

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_4832.

PDB 6

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)