Ligand profile

CHEMBL387406

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P52700 Formula C₂₄H₂₃N₃O₇S
pchembl 6.80 ~158.5 nM
Mol. weight 497.53 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL387406
UniProt (similar protein)
P52700
pchembl
6.800 (~158.5 nM)
Target protein
VK055_1079

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 497.53 Da
LogP (Crippen) 3.09
H-bond donors 4
H-bond acceptors 7
TPSA 151.78 Ų
Rotatable bonds 11
Aromatic rings 3 / 3
Heavy atoms 35
Fraction sp³ C 0.21
Formula C₂₄H₂₃N₃O₇S

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 151.8
  • −1 ≤ LogP ≤ 5 3.09
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 497.5
  • LogP ≤ 5 3.09
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 151.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NC(CCS)C(=O)N[C@H](Cc1ccccc1)C(=O)O)c1ccc(-c2ccccc2[N+](=O)[O-])o1
InChI 
InChI=1S/C24H23N3O7S/c28-22(26-18(24(30)31)14-15-6-2-1-3-7-15)17(12-13-35)25-23(29)21-11-10-20(34-21)16-8-4-5-9-19(16)27(32)33/h1-11,17-18,35H,12-14H2,(H,25,29)(H,26,28)(H,30,31)/t17?,18-/m1/s1
InChIKey 
KIXCGIWYNAHLMR-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)