Ligand profile

CHEMBL1370627

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00842 — Inositol-1-monophosphatase

Via homolog UniProt P97697 Formula C₁₇H₂₀N₂O₂
pchembl 8.49 ~3.2 nM
Mol. weight 284.36 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1370627
UniProt (similar protein)
P97697
pchembl
8.490 (~3.2 nM)
Target protein
KP13_00842

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 284.36 Da
LogP (Crippen) 2.92
H-bond donors 1
H-bond acceptors 3
TPSA 55.13 Ų
Rotatable bonds 4
Aromatic rings 2 / 3
Heavy atoms 21
Fraction sp³ C 0.41
Formula C₁₇H₂₀N₂O₂

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 55.1
  • −1 ≤ LogP ≤ 5 2.92
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 284.4
  • LogP ≤ 5 2.92
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 55.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NCCc1ccccc1)c1noc2c1CCCCC2
InChI 
InChI=1S/C17H20N2O2/c20-17(18-12-11-13-7-3-1-4-8-13)16-14-9-5-2-6-10-15(14)21-19-16/h1,3-4,7-8H,2,5-6,9-12H2,(H,18,20)
InChIKey 
ACXJKRAYYKVWBJ-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
Inconclusive
Binding sites
PF00459

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_00842.

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)