Ligand profile

CHEMBL5897705

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03807 — Protein-tyrosine-phosphatase in cps region

Via homolog UniProt P24666 Formula C₂₇H₃₄N₄O₂S₂
pchembl 6.30 ~501.2 nM
Mol. weight 510.73 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5897705
UniProt (similar protein)
P24666
pchembl
6.300 (~501.2 nM)
Target protein
KP13_03807

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 510.73 Da
LogP (Crippen) 4.83
H-bond donors 2
H-bond acceptors 6
TPSA 74.33 Ų
Rotatable bonds 8
Aromatic rings 3 / 5
Heavy atoms 35
Fraction sp³ C 0.44
Formula C₂₇H₃₄N₄O₂S₂

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 74.3
  • −1 ≤ LogP ≤ 5 4.83
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 510.7
  • LogP ≤ 5 4.83
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 74.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=S(=O)(c1ccc(-c2cc(NCCCC3CCCNC3)c3ccccc3n2)cc1)N1CCSCC1
InChI 
InChI=1S/C27H34N4O2S2/c32-35(33,31-15-17-34-18-16-31)23-11-9-22(10-12-23)26-19-27(24-7-1-2-8-25(24)30-26)29-14-4-6-21-5-3-13-28-20-21/h1-2,7-12,19,21,28H,3-6,13-18,20H2,(H,29,30)
InChIKey 
NXSHXMSLZZZWIB-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
1128377
Binding sites
PF01451

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_03807.

PDB 11

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)