Ligand profile

CHEMBL386485

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P52700 Formula C₁₉H₂₀ClN₃O₅S
pchembl 6.58 ~263.0 nM
Mol. weight 437.91 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL386485
UniProt (similar protein)
P52700
pchembl
6.580 (~263.0 nM)
Target protein
VK055_1079

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 437.91 Da
LogP (Crippen) 1.67
H-bond donors 5
H-bond acceptors 6
TPSA 128.62 Ų
Rotatable bonds 9
Aromatic rings 2 / 2
Heavy atoms 29
Fraction sp³ C 0.26
Formula C₁₉H₂₀ClN₃O₅S

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 128.6
  • −1 ≤ LogP ≤ 5 1.67
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 437.9
  • LogP ≤ 5 1.67
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 128.6
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)c1cnc(O)c(Cl)c1
InChI 
InChI=1S/C19H20ClN3O5S/c20-13-9-12(10-21-17(13)25)16(24)22-14(6-7-29)18(26)23-15(19(27)28)8-11-4-2-1-3-5-11/h1-5,9-10,14-15,29H,6-8H2,(H,21,25)(H,22,24)(H,23,26)(H,27,28)/t14?,15-/m1/s1
InChIKey 
KHTNSTFGQSLPNL-YSSOQSIOSA-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)