Ligand profile

CHEMBL4776610

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05659 — chitinase II

Via homolog UniProt Q9D7Q1 Formula C₂₀H₂₉ClN₆O
pchembl 7.85 ~14.1 nM
Mol. weight 404.95 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4776610
UniProt (similar protein)
Q9D7Q1
pchembl
7.850 (~14.1 nM)
Target protein
KP13_05659

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 404.95 Da
LogP (Crippen) 2.73
H-bond donors 2
H-bond acceptors 6
TPSA 83.30 Ų
Rotatable bonds 5
Aromatic rings 2 / 4
Heavy atoms 28
Fraction sp³ C 0.60
Formula C₂₀H₂₉ClN₆O

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 83.3
  • −1 ≤ LogP ≤ 5 2.73
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 404.9
  • LogP ≤ 5 2.73
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 83.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC[C@H]1CN(C2CCN(c3nc(N)n[nH]3)CC2)[C@@H](Cc2ccc(Cl)cc2)CO1
InChI 
InChI=1S/C20H29ClN6O/c1-2-18-12-27(17(13-28-18)11-14-3-5-15(21)6-4-14)16-7-9-26(10-8-16)20-23-19(22)24-25-20/h3-6,16-18H,2,7-13H2,1H3,(H3,22,23,24,25)/t17-,18-/m0/s1
InChIKey 
GTWHZKOJJZOTCX-ROUUACIJSA-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)