Ligand profile

CHEMBL4642422

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05362 — Putative tartrate transporter

Via homolog UniProt Q9NRA2 Formula C₂₅H₂₆N₂O₉
Mol. weight 498.49 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4642422
UniProt (similar protein)
Q9NRA2
Target protein
KP13_05362

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 498.49 Da
LogP (Crippen) 3.27
H-bond donors 4
H-bond acceptors 8
TPSA 164.40 Ų
Rotatable bonds 11
Aromatic rings 3 / 3
Heavy atoms 36
Fraction sp³ C 0.28
Formula C₂₅H₂₆N₂O₉

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 164.4
  • −1 ≤ LogP ≤ 5 3.27
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 498.5
  • LogP ≤ 5 3.27
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 164.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NCCCC[C@H](NC(=O)OCc1cc(=O)oc2cc(O)ccc12)C(=O)O)OCc1ccccc1
InChI 
InChI=1S/C25H26N2O9/c28-18-9-10-19-17(12-22(29)36-21(19)13-18)15-35-25(33)27-20(23(30)31)8-4-5-11-26-24(32)34-14-16-6-2-1-3-7-16/h1-3,6-7,9-10,12-13,20,28H,4-5,8,11,14-15H2,(H,26,32)(H,27,33)(H,30,31)/t20-/m0/s1
InChIKey 
HMTUFGJFSNPCTQ-FQEVSTJZSA-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
Active
Binding sites
PF07690

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_05362.

PDB 1

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 29

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)