Ligand profile

CHEMBL576100

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04286 — Isoaspartyl peptidase

Via homolog UniProt Q9H6P5 Formula C₂₈H₄₈N₆O₁₁S
Mol. weight 676.79 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL576100
UniProt (similar protein)
Q9H6P5
Target protein
KP13_04286

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 676.79 Da
LogP (Crippen) -2.19
H-bond donors 8
H-bond acceptors 10
TPSA 280.26 Ų
Rotatable bonds 21
Aromatic rings 0 / 0
Heavy atoms 46
Fraction sp³ C 0.68
Formula C₂₈H₄₈N₆O₁₁S

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 280.3
  • −1 ≤ LogP ≤ 5 -2.19
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 676.8
  • LogP ≤ 5 -2.19
  • H-bond donors ≤ 5 8
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 21
  • TPSA ≤ 140 Ų 280.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC[C@H](C)[C@H](NC(C)=O)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C/C=C/S(C)(=O)=O)C(=O)O
InChI 
InChI=1S/C28H48N6O11S/c1-7-16(4)23(30-17(5)36)27(41)34-21(14-35)26(40)31-18(10-11-22(29)37)24(38)33-20(13-15(2)3)25(39)32-19(28(42)43)9-8-12-46(6,44)45/h8,12,15-16,18-21,23,35H,7,9-11,13-14H2,1-6H3,(H2,29,37)(H,30,36)(H,31,40)(H,32,39)(H,33,38)(H,34,41)(H,42,43)/b12-8+/t16-,18-,19-,20-,21-,23-/m0/s1
InChIKey 
BQRVCNNYQXKWOF-NVVBWMGJSA-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
Activity
Active
Binding sites
PF01112

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_04286.

PDB 5

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

Ligand PDB entry

ChEMBL 4

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 46

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)