Ligand profile

CHEMBL5767973

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
CHEMBL5767973
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) 4.72
H-bond donors 3
H-bond acceptors 7
TPSA 125.13 Ų
Rotatable bonds 9
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 4.72
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 553.7
  • LogP ≤ 5 4.72
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 125.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)NC(=O)COc1cccc(-c2nc3c(c(Nc4ccc(-c5cn[nH]c5)cc4)n2)CN(C(=O)C(C)C)CC3)c1
InChI 
InChI=1S/C31H35N7O3/c1-19(2)31(40)38-13-12-27-26(17-38)30(35-24-10-8-21(9-11-24)23-15-32-33-16-23)37-29(36-27)22-6-5-7-25(14-22)41-18-28(39)34-20(3)4/h5-11,14-16,19-20H,12-13,17-18H2,1-4H3,(H,32,33)(H,34,39)(H,35,36,37)
InChIKey 
MJESBDOOFMTVBY-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
931971
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)