Ligand profile

CHEMBL2047232

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q16572 Formula C₂₇H₃₂N₂O₈
pchembl 7.81 ~15.5 nM
Mol. weight 512.56 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2047232
UniProt (similar protein)
Q16572
pchembl
7.810 (~15.5 nM)
Target protein
VK055_3432

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 512.56 Da
LogP (Crippen) 2.02
H-bond donors 3
H-bond acceptors 7
TPSA 144.68 Ų
Rotatable bonds 5
Aromatic rings 2 / 4
Heavy atoms 37
Fraction sp³ C 0.41
Formula C₂₇H₃₂N₂O₈

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 2.02
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 512.6
  • LogP ≤ 5 2.02
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
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)c4ccccc4)CC[C@H]3O)CC2)cc1.O=C(O)C(=O)O
InChI 
InChI=1S/C25H30N2O4.C2H2O4/c1-31-21-9-7-18(8-10-21)24(29)19-11-14-26(15-12-19)22-17-27(16-13-23(22)28)25(30)20-5-3-2-4-6-20;3-1(4)2(5)6/h2-10,19,22-23,28H,11-17H2,1H3;(H,3,4)(H,5,6)/t22-,23-;/m1./s1
InChIKey 
DXUUCUOGOUUQQO-OHIDFYLOSA-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)