Ligand profile

CHEMBL214771

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P52700 Formula C₂₁H₂₃BrN₂O₄S
pchembl 6.46 ~346.7 nM
Mol. weight 479.40 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL214771
UniProt (similar protein)
P52700
pchembl
6.460 (~346.7 nM)
Target protein
VK055_1079

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 479.40 Da
LogP (Crippen) 2.61
H-bond donors 4
H-bond acceptors 4
TPSA 95.50 Ų
Rotatable bonds 10
Aromatic rings 2 / 2
Heavy atoms 29
Fraction sp³ C 0.29
Formula C₂₁H₂₃BrN₂O₄S

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 95.5
  • −1 ≤ LogP ≤ 5 2.61
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 479.4
  • LogP ≤ 5 2.61
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 95.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Cc1ccc(Br)cc1)NC(CCS)C(=O)N[C@H](Cc1ccccc1)C(=O)O
InChI 
InChI=1S/C21H23BrN2O4S/c22-16-8-6-15(7-9-16)13-19(25)23-17(10-11-29)20(26)24-18(21(27)28)12-14-4-2-1-3-5-14/h1-9,17-18,29H,10-13H2,(H,23,25)(H,24,26)(H,27,28)/t17?,18-/m1/s1
InChIKey 
ASZMIIWBLHREJD-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)