Ligand profile

CHEMBL385485

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P52700 Formula C₂₁H₂₂N₂O₇S
pchembl 6.85 ~141.3 nM
Mol. weight 446.48 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL385485
UniProt (similar protein)
P52700
pchembl
6.850 (~141.3 nM)
Target protein
VK055_1079

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 446.48 Da
LogP (Crippen) 1.32
H-bond donors 6
H-bond acceptors 6
TPSA 153.03 Ų
Rotatable bonds 10
Aromatic rings 2 / 2
Heavy atoms 31
Fraction sp³ C 0.24
Formula C₂₁H₂₂N₂O₇S

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 153.0
  • −1 ≤ LogP ≤ 5 1.32
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 446.5
  • LogP ≤ 5 1.32
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 153.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)c1cc(O)cc(C(=O)NC(CCS)C(=O)N[C@H](Cc2ccccc2)C(=O)O)c1
InChI 
InChI=1S/C21H22N2O7S/c24-15-10-13(9-14(11-15)20(27)28)18(25)22-16(6-7-31)19(26)23-17(21(29)30)8-12-4-2-1-3-5-12/h1-5,9-11,16-17,24,31H,6-8H2,(H,22,25)(H,23,26)(H,27,28)(H,29,30)/t16?,17-/m1/s1
InChIKey 
PGYPBHRBMFXDCC-ZYMOGRSISA-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)