Ligand profile

CHEMBL215784

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1079 — metallo-beta-lactamase superfamily protein

Via homolog UniProt P52700 Formula C₂₃H₂₉N₃O₄S
pchembl 6.64 ~229.1 nM
Mol. weight 443.57 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL215784
UniProt (similar protein)
P52700
pchembl
6.640 (~229.1 nM)
Target protein
VK055_1079

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 443.57 Da
LogP (Crippen) 2.65
H-bond donors 4
H-bond acceptors 5
TPSA 108.39 Ų
Rotatable bonds 12
Aromatic rings 2 / 2
Heavy atoms 31
Fraction sp³ C 0.39
Formula C₂₃H₂₉N₃O₄S

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 108.4
  • −1 ≤ LogP ≤ 5 2.65
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 443.6
  • LogP ≤ 5 2.65
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 5
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 108.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCc1ccc(C(=O)NC(CCS)C(=O)N[C@H](Cc2ccccc2)C(=O)O)nc1
InChI 
InChI=1S/C23H29N3O4S/c1-2-3-7-17-10-11-18(24-15-17)21(27)25-19(12-13-31)22(28)26-20(23(29)30)14-16-8-5-4-6-9-16/h4-6,8-11,15,19-20,31H,2-3,7,12-14H2,1H3,(H,25,27)(H,26,28)(H,29,30)/t19?,20-/m1/s1
InChIKey 
PMFOZQDOEGBRKY-GFOWMXPYSA-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
PF00753

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_1079.

PDB 19

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

Ligand PDB entry

ChEMBL 36

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)