Ligand profile

CHEMBL4210328

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05659 — chitinase II

Via homolog UniProt Q9D7Q1 Formula C₂₀H₃₀ClN₇O₂S
pchembl 6.00 ~1.0 µM
Mol. weight 468.03 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4210328
UniProt (similar protein)
Q9D7Q1
pchembl
6.000 (~1.0 µM)
Target protein
KP13_05659

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 468.03 Da
LogP (Crippen) 1.59
H-bond donors 2
H-bond acceptors 7
TPSA 111.45 Ų
Rotatable bonds 5
Aromatic rings 2 / 4
Heavy atoms 31
Fraction sp³ C 0.60
Formula C₂₀H₃₀ClN₇O₂S

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 111.4
  • −1 ≤ LogP ≤ 5 1.59
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 468.0
  • LogP ≤ 5 1.59
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 111.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@H]1CN(C2CCN(c3n[nH]c(N)n3)CC2)[C@@H](Cc2ccc(Cl)cc2)CN1S(C)(=O)=O
InChI 
InChI=1S/C20H30ClN7O2S/c1-14-12-27(17-7-9-26(10-8-17)20-23-19(22)24-25-20)18(13-28(14)31(2,29)30)11-15-3-5-16(21)6-4-15/h3-6,14,17-18H,7-13H2,1-2H3,(H3,22,23,24,25)/t14-,18-/m0/s1
InChIKey 
CEFNJZNGSTZXAC-KSSFIOAISA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF00704

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_05659.

PDB 8

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)