Ligand profile

CHEMBL5983371

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00835 — D-xylose-proton symporter

Via homolog UniProt O97467 Formula C₂₈H₃₀N₆O₃
pchembl 7.26 ~55.0 nM
Mol. weight 498.59 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5983371
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 498.59 Da
LogP (Crippen) 4.50
H-bond donors 3
H-bond acceptors 7
TPSA 114.05 Ų
Rotatable bonds 9
Aromatic rings 4 / 5
Heavy atoms 37
Fraction sp³ C 0.29
Formula C₂₈H₃₀N₆O₃

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 4.50
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 498.6
  • LogP ≤ 5 4.50
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 114.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)CNC(=O)COc1cccc(-c2nc3c(c(Nc4ccc(-c5cn[nH]c5)cc4)n2)COCC3)c1
InChI 
InChI=1S/C28H30N6O3/c1-18(2)13-29-26(35)17-37-23-5-3-4-20(12-23)27-33-25-10-11-36-16-24(25)28(34-27)32-22-8-6-19(7-9-22)21-14-30-31-15-21/h3-9,12,14-15,18H,10-11,13,16-17H2,1-2H3,(H,29,35)(H,30,31)(H,32,33,34)
InChIKey 
MMYADJYSMUFGFY-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
932061
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)