Ligand profile

CHEMBL4645191

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00835 — D-xylose-proton symporter

Via homolog UniProt O97467 Formula C₂₉H₃₁N₇O₃
pchembl 7.26 ~55.0 nM
Mol. weight 525.61 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4645191
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 525.61 Da
LogP (Crippen) 4.09
H-bond donors 3
H-bond acceptors 7
TPSA 125.13 Ų
Rotatable bonds 8
Aromatic rings 4 / 5
Heavy atoms 39
Fraction sp³ C 0.28
Formula C₂₉H₃₁N₇O₃

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 4.09
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 525.6
  • LogP ≤ 5 4.09
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • 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)c3)nc(Nc3ccc(-c4cn[nH]c4)cc3)c2C1
InChI 
InChI=1S/C29H31N7O3/c1-18(2)32-27(38)17-39-24-6-4-5-21(13-24)28-34-26-11-12-36(19(3)37)16-25(26)29(35-28)33-23-9-7-20(8-10-23)22-14-30-31-15-22/h4-10,13-15,18H,11-12,16-17H2,1-3H3,(H,30,31)(H,32,38)(H,33,34,35)
InChIKey 
VIPXMIJWKSZXNK-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
932057
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)