Ligand profile

CHEMBL387243

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P52700 Formula C₂₃H₂₆N₄O₇S
pchembl 6.41 ~389.0 nM
Mol. weight 502.55 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL387243
UniProt (similar protein)
P52700
pchembl
6.410 (~389.0 nM)
Target protein
VK055_1079

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 502.55 Da
LogP (Crippen) 1.71
H-bond donors 5
H-bond acceptors 7
TPSA 167.74 Ų
Rotatable bonds 12
Aromatic rings 2 / 2
Heavy atoms 35
Fraction sp³ C 0.30
Formula C₂₃H₂₆N₄O₇S

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 167.7
  • −1 ≤ LogP ≤ 5 1.71
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 502.5
  • LogP ≤ 5 1.71
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 167.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)Nc1ccc(CC(=O)NC(CCS)C(=O)N[C@H](Cc2ccccc2)C(=O)O)cc1[N+](=O)[O-]
InChI 
InChI=1S/C23H26N4O7S/c1-14(28)24-17-8-7-16(12-20(17)27(33)34)13-21(29)25-18(9-10-35)22(30)26-19(23(31)32)11-15-5-3-2-4-6-15/h2-8,12,18-19,35H,9-11,13H2,1H3,(H,24,28)(H,25,29)(H,26,30)(H,31,32)/t18?,19-/m1/s1
InChIKey 
UXVYNJKVSCYAKT-MUMRKEEXSA-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)