Ligand profile

CHEMBL4634011

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11169 Formula C₂₈H₂₈N₆O₃
pchembl 7.33 ~46.8 nM
Mol. weight 496.57 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4634011
UniProt (similar protein)
P11169
pchembl
7.330 (~46.8 nM)
Target protein
KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 496.57 Da
LogP (Crippen) 4.75
H-bond donors 3
H-bond acceptors 7
TPSA 114.05 Ų
Rotatable bonds 8
Aromatic rings 4 / 6
Heavy atoms 37
Fraction sp³ C 0.29
Formula C₂₈H₂₈N₆O₃

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 114.1
  • −1 ≤ LogP ≤ 5 4.75
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 496.6
  • LogP ≤ 5 4.75
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 114.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(COc1cccc(-c2nc3c(c(Nc4ccc(-c5cn[nH]c5)cc4)n2)COC3)c1)NC1CCCC1
InChI 
InChI=1S/C28H28N6O3/c35-26(31-21-5-1-2-6-21)17-37-23-7-3-4-19(12-23)27-33-25-16-36-15-24(25)28(34-27)32-22-10-8-18(9-11-22)20-13-29-30-14-20/h3-4,7-14,21H,1-2,5-6,15-17H2,(H,29,30)(H,31,35)(H,32,33,34)
InChIKey 
KPLFNPGYGFFUAH-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
Binding sites
PF00083

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_15122.

PDB 4

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)