Ligand profile

CHEMBL4176165

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00039 — Putative permease

Via homolog UniProt G5EB00 Formula C₁₇H₁₈N₆O₂
Mol. weight 338.37 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4176165
UniProt (similar protein)
G5EB00
Target protein
KP13_00039

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 338.37 Da
LogP (Crippen) 2.28
H-bond donors 1
H-bond acceptors 6
TPSA 91.19 Ų
Rotatable bonds 3
Aromatic rings 3 / 4
Heavy atoms 25
Fraction sp³ C 0.29
Formula C₁₇H₁₈N₆O₂

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 91.2
  • −1 ≤ LogP ≤ 5 2.28
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 338.4
  • LogP ≤ 5 2.28
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 91.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN1CCN(c2nccc3[nH]c(-c4ccc([N+](=O)[O-])cc4)nc23)CC1
InChI 
InChI=1S/C17H18N6O2/c1-21-8-10-22(11-9-21)17-15-14(6-7-18-17)19-16(20-15)12-2-4-13(5-3-12)23(24)25/h2-7H,8-11H2,1H3,(H,19,20)
InChIKey 
YKVVDBJWHAWCQA-UHFFFAOYSA-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
PF00860

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_00039.

ChEMBL 3

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

Compound Potency (pchembl)

ZINC 6

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

Compound Similarity (Tanimoto)