Ligand profile

CHEMBL380061

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_06703 — Carbepenem-hydrolyzing beta-lactamase KPC2

Via homolog UniProt P52663 Formula C₂₁H₁₇N₂NaO₄S₃
pchembl 8.05 ~8.9 nM
Mol. weight 480.57 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL380061
UniProt (similar protein)
P52663
pchembl
8.050 (~8.9 nM)
Target protein
KP13_06703

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 480.57 Da
LogP (Crippen) -0.66
H-bond donors 0
H-bond acceptors 8
TPSA 72.91 Ų
Rotatable bonds 3
Aromatic rings 2 / 6
Heavy atoms 31
Fraction sp³ C 0.33
Formula C₂₁H₁₇N₂NaO₄S₃

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 72.9
  • −1 ≤ LogP ≤ 5 -0.66
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 480.6
  • LogP ≤ 5 -0.66
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 72.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C([O-])C1=CS[C@@H]2/C(=C\c3cc4c(s3)CCN(c3cc5c(s3)CCOC5)C4)C(=O)N12.[Na+]
InChI 
InChI=1S/C21H18N2O4S3.Na/c24-19-14(20-23(19)15(10-28-20)21(25)26)7-13-5-11-8-22(3-1-16(11)29-13)18-6-12-9-27-4-2-17(12)30-18;/h5-7,10,20H,1-4,8-9H2,(H,25,26);/q;+1/p-1/b14-7-;/t20-;/m1./s1
InChIKey 
KFRUINCRKCXKEP-KOQARVEBSA-M

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
PF13354

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to KP13_06703.

PDB 36

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

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)