Ligand profile

CHEMBL214517

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P52700 Formula C₂₉H₃₂N₂O₅S
pchembl 6.70 ~199.5 nM
Mol. weight 520.65 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL214517
UniProt (similar protein)
P52700
pchembl
6.700 (~199.5 nM)
Target protein
VK055_1079

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 520.65 Da
LogP (Crippen) 4.11
H-bond donors 4
H-bond acceptors 5
TPSA 104.73 Ų
Rotatable bonds 12
Aromatic rings 3 / 3
Heavy atoms 37
Fraction sp³ C 0.28
Formula C₂₉H₃₂N₂O₅S

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 104.7
  • −1 ≤ LogP ≤ 5 4.11
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 520.7
  • LogP ≤ 5 4.11
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 5
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 104.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cc(C(=O)NC(CCS)C(=O)N[C@H](Cc2ccccc2)C(=O)O)cc(C)c1OCc1ccccc1
InChI 
InChI=1S/C29H32N2O5S/c1-19-15-23(16-20(2)26(19)36-18-22-11-7-4-8-12-22)27(32)30-24(13-14-37)28(33)31-25(29(34)35)17-21-9-5-3-6-10-21/h3-12,15-16,24-25,37H,13-14,17-18H2,1-2H3,(H,30,32)(H,31,33)(H,34,35)/t24?,25-/m1/s1
InChIKey 
OZQSSEDRYOVLSY-WUBHUQEYSA-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)