Ligand profile

CHEMBL5590411

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04487 — L-asparagine permease

Via homolog UniProt Q9UPY5 Formula C₃₆H₄₁ClN₆O₅
pchembl 7.00 ~100.0 nM
Mol. weight 673.21 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5590411
UniProt (similar protein)
Q9UPY5
pchembl
7.000 (~100.0 nM)
Target protein
KP13_04487

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 673.21 Da
LogP (Crippen) 3.64
H-bond donors 1
H-bond acceptors 10
TPSA 109.24 Ų
Rotatable bonds 11
Aromatic rings 4 / 6
Heavy atoms 48
Fraction sp³ C 0.39
Formula C₃₆H₄₁ClN₆O₅

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 109.2
  • −1 ≤ LogP ≤ 5 3.64
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 673.2
  • LogP ≤ 5 3.64
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 109.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)Oc1cc(C(=O)CN2CCNCC2)ccc1-n1c(CN2CCN(C(=O)COc3ccc(Cl)cc3)CC2)nc2ccccc2c1=O
InChI 
InChI=1S/C36H41ClN6O5/c1-25(2)48-33-21-26(32(44)22-40-15-13-38-14-16-40)7-12-31(33)43-34(39-30-6-4-3-5-29(30)36(43)46)23-41-17-19-42(20-18-41)35(45)24-47-28-10-8-27(37)9-11-28/h3-12,21,25,38H,13-20,22-24H2,1-2H3
InChIKey 
WDHVATSCVGHHSX-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
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)