Ligand profile

CHEMBL5754009

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00835 — D-xylose-proton symporter

Via homolog UniProt O97467 Formula C₃₀H₃₃N₇O₃
pchembl 7.26 ~55.0 nM
Mol. weight 539.64 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5754009
UniProt (similar protein)
O97467
pchembl
7.260 (~55.0 nM)
Target protein
KP13_00835

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 539.64 Da
LogP (Crippen) 4.48
H-bond donors 3
H-bond acceptors 7
TPSA 125.13 Ų
Rotatable bonds 7
Aromatic rings 4 / 5
Heavy atoms 40
Fraction sp³ C 0.30
Formula C₃₀H₃₃N₇O₃

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 125.1
  • −1 ≤ LogP ≤ 5 4.48
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 539.6
  • LogP ≤ 5 4.48
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 125.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)N1CCc2nc(-c3cccc(OCC(=O)NC(C)(C)C)c3)nc(Nc3ccc(-c4cn[nH]c4)cc3)c2C1
InChI 
InChI=1S/C30H33N7O3/c1-19(38)37-13-12-26-25(17-37)29(33-23-10-8-20(9-11-23)22-15-31-32-16-22)35-28(34-26)21-6-5-7-24(14-21)40-18-27(39)36-30(2,3)4/h5-11,14-16H,12-13,17-18H2,1-4H3,(H,31,32)(H,36,39)(H,33,34,35)
InChIKey 
RQGCWKKYDAVZGQ-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
932065
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_00835.

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)