Ligand profile

CHEMBL4642249

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1200 — major Facilitator Superfamily protein

Via homolog UniProt Q9NRA2 Formula C₂₈H₂₂ClNO₇S
Mol. weight 552.00 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4642249
UniProt (similar protein)
Q9NRA2
Target protein
VK055_1200

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 552.00 Da
LogP (Crippen) 5.38
H-bond donors 3
H-bond acceptors 7
TPSA 126.07 Ų
Rotatable bonds 8
Aromatic rings 4 / 5
Heavy atoms 38
Fraction sp³ C 0.18
Formula C₂₈H₂₂ClNO₇S

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 126.1
  • −1 ≤ LogP ≤ 5 5.38
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 552.0
  • LogP ≤ 5 5.38
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 126.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(N[C@@H](CSCc1cc(=O)oc2cc(O)c(Cl)cc12)C(=O)O)OCC1c2ccccc2-c2ccccc21
InChI 
InChI=1S/C28H22ClNO7S/c29-22-10-20-15(9-26(32)37-25(20)11-24(22)31)13-38-14-23(27(33)34)30-28(35)36-12-21-18-7-3-1-5-16(18)17-6-2-4-8-19(17)21/h1-11,21,23,31H,12-14H2,(H,30,35)(H,33,34)/t23-/m0/s1
InChIKey 
JJNAGBQZMUJMJV-QHCPKHFHSA-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
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_1200.

PDB 1

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

Ligand PDB entry

ChEMBL 29

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)