Ligand profile

CHEMBL330386

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3432 — H+ antiporter-2 family protein

Via homolog UniProt Q16572 Formula C₂₇H₃₅IN₂O
pchembl 8.28 ~5.2 nM
Mol. weight 530.49 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL330386
UniProt (similar protein)
Q16572
pchembl
8.280 (~5.2 nM)
Target protein
VK055_3432

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 530.49 Da
LogP (Crippen) 5.27
H-bond donors 1
H-bond acceptors 3
TPSA 26.71 Ų
Rotatable bonds 4
Aromatic rings 2 / 5
Heavy atoms 31
Fraction sp³ C 0.56
Formula C₂₇H₃₅IN₂O

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 26.7
  • −1 ≤ LogP ≤ 5 5.27
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 530.5
  • LogP ≤ 5 5.27
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 26.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O[C@@H]1C[C@@H]2[C@H](CCCN2Cc2cccc(I)c2)C[C@H]1N1CCC(c2ccccc2)CC1
InChI 
InChI=1S/C27H35IN2O/c28-24-10-4-6-20(16-24)19-30-13-5-9-23-17-26(27(31)18-25(23)30)29-14-11-22(12-15-29)21-7-2-1-3-8-21/h1-4,6-8,10,16,22-23,25-27,31H,5,9,11-15,17-19H2/t23-,25-,26-,27-/m1/s1
InChIKey 
VBFROMGJGLRPSF-MIRJVGOZSA-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
PF07690

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_3432.

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)