Ligand profile

CHEMBL5591567

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04487 — L-asparagine permease

Via homolog UniProt Q9UPY5 Formula C₃₆H₅₇NO₈
Mol. weight 631.85 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5591567
UniProt (similar protein)
Q9UPY5
Target protein
KP13_04487

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 631.85 Da
LogP (Crippen) 5.55
H-bond donors 4
H-bond acceptors 8
TPSA 142.39 Ų
Rotatable bonds 15
Aromatic rings 0 / 4
Heavy atoms 45
Fraction sp³ C 0.81
Formula C₃₆H₅₇NO₈

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 142.4
  • −1 ≤ LogP ≤ 5 5.55
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 631.9
  • LogP ≤ 5 5.55
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 15
  • TPSA ≤ 140 Ų 142.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCCCCCCCCC(=O)O[C@@]12C[C@@H](C)[C@]34C=C(C)[C@H](OC(=O)NCCC)[C@@]3(O)[C@H](O)C(CO)=C[C@H](C4=O)[C@@H]1C2(C)C
InChI 
InChI=1S/C36H57NO8/c1-7-9-10-11-12-13-14-15-16-17-27(39)45-35-21-24(4)34-20-23(3)31(44-32(42)37-18-8-2)36(34,43)29(40)25(22-38)19-26(30(34)41)28(35)33(35,5)6/h19-20,24,26,28-29,31,38,40,43H,7-18,21-22H2,1-6H3,(H,37,42)/t24-,26+,28-,29-,31+,34+,35+,36+/m1/s1
InChIKey 
WXQQRWIEOUAHBB-XYRFFTHOSA-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
PF13520

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_04487.

PDB 2

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

Ligand PDB entry

ChEMBL 36

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)