Ligand profile

CHEMBL386173

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P52700 Formula C₂₀H₂₁N₃O₆S
pchembl 7.92 ~12.0 nM
Mol. weight 431.47 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL386173
UniProt (similar protein)
P52700
pchembl
7.920 (~12.0 nM)
Target protein
VK055_1079

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 431.47 Da
LogP (Crippen) 1.01
H-bond donors 5
H-bond acceptors 6
TPSA 145.69 Ų
Rotatable bonds 10
Aromatic rings 2 / 2
Heavy atoms 30
Fraction sp³ C 0.25
Formula C₂₀H₂₁N₃O₆S

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 145.7
  • −1 ≤ LogP ≤ 5 1.01
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 431.5
  • LogP ≤ 5 1.01
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 145.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)c1cccc(C(=O)NC(CCS)C(=O)N[C@H](Cc2ccccc2)C(=O)O)n1
InChI 
InChI=1S/C20H21N3O6S/c24-17(13-7-4-8-15(21-13)19(26)27)22-14(9-10-30)18(25)23-16(20(28)29)11-12-5-2-1-3-6-12/h1-8,14,16,30H,9-11H2,(H,22,24)(H,23,25)(H,26,27)(H,28,29)/t14?,16-/m1/s1
InChIKey 
YQNNQNMYHRQVKT-BZSJEYESSA-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)