Ligand profile

CHEMBL2047234

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q16572 Formula C₂₅H₃₀N₂O₈S
pchembl 7.72 ~19.1 nM
Mol. weight 518.59 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2047234
UniProt (similar protein)
Q16572
pchembl
7.720 (~19.1 nM)
Target protein
VK055_3432

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 518.59 Da
LogP (Crippen) 2.08
H-bond donors 3
H-bond acceptors 8
TPSA 144.68 Ų
Rotatable bonds 5
Aromatic rings 2 / 4
Heavy atoms 36
Fraction sp³ C 0.44
Formula C₂₅H₃₀N₂O₈S

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 144.7
  • −1 ≤ LogP ≤ 5 2.08
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 518.6
  • LogP ≤ 5 2.08
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 144.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(C(=O)C2CCN([C@@H]3CN(C(=O)c4cccs4)CC[C@H]3O)CC2)cc1.O=C(O)C(=O)O
InChI 
InChI=1S/C23H28N2O4S.C2H2O4/c1-29-18-6-4-16(5-7-18)22(27)17-8-11-24(12-9-17)19-15-25(13-10-20(19)26)23(28)21-3-2-14-30-21;3-1(4)2(5)6/h2-7,14,17,19-20,26H,8-13,15H2,1H3;(H,3,4)(H,5,6)/t19-,20-;/m1./s1
InChIKey 
PGNJQKHFHXVREE-GZJHNZOKSA-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)