Ligand profile

CHEMBL5806013

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00835 — D-xylose-proton symporter

Via homolog UniProt O97467 Formula C₃₁H₃₅N₇O₃
pchembl 7.26 ~55.0 nM
Mol. weight 553.67 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5806013
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 553.67 Da
LogP (Crippen) 4.87
H-bond donors 3
H-bond acceptors 7
TPSA 125.13 Ų
Rotatable bonds 10
Aromatic rings 4 / 5
Heavy atoms 41
Fraction sp³ C 0.32
Formula C₃₁H₃₅N₇O₃

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 4.87
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 553.7
  • LogP ≤ 5 4.87
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 125.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCC(CC)NC(=O)COc1cccc(-c2nc3c(c(Nc4ccc(-c5cn[nH]c5)cc4)n2)CN(C(C)=O)CC3)c1
InChI 
InChI=1S/C31H35N7O3/c1-4-24(5-2)34-29(40)19-41-26-8-6-7-22(15-26)30-36-28-13-14-38(20(3)39)18-27(28)31(37-30)35-25-11-9-21(10-12-25)23-16-32-33-17-23/h6-12,15-17,24H,4-5,13-14,18-19H2,1-3H3,(H,32,33)(H,34,40)(H,35,36,37)
InChIKey 
NFOCGFPRRZYBOQ-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
932059
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)