Ligand profile

CHEMBL213608

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P52700 Formula C₂₁H₂₂ClN₃O₆S
pchembl 6.11 ~776.2 nM
Mol. weight 479.94 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL213608
UniProt (similar protein)
P52700
pchembl
6.110 (~776.2 nM)
Target protein
VK055_1079

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 479.94 Da
LogP (Crippen) 2.41
H-bond donors 4
H-bond acceptors 6
TPSA 138.64 Ų
Rotatable bonds 11
Aromatic rings 2 / 2
Heavy atoms 32
Fraction sp³ C 0.29
Formula C₂₁H₂₂ClN₃O₆S

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 138.6
  • −1 ≤ LogP ≤ 5 2.41
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 479.9
  • LogP ≤ 5 2.41
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 138.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Cc1cc([N+](=O)[O-])ccc1Cl)NC(CCS)C(=O)N[C@H](Cc1ccccc1)C(=O)O
InChI 
InChI=1S/C21H22ClN3O6S/c22-16-7-6-15(25(30)31)11-14(16)12-19(26)23-17(8-9-32)20(27)24-18(21(28)29)10-13-4-2-1-3-5-13/h1-7,11,17-18,32H,8-10,12H2,(H,23,26)(H,24,27)(H,28,29)/t17?,18-/m1/s1
InChIKey 
LOCUKLBIHNVODG-QRWMCTBCSA-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)