Ligand profile

CHEMBL1369115

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_4636 — inositol monophosphatase, putative mRNA turnover protein

Via homolog UniProt P97697 Formula C₂₀H₂₉N₃O
pchembl 8.89 ~1.3 nM
Mol. weight 327.47 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1369115
UniProt (similar protein)
P97697
pchembl
8.890 (~1.3 nM)
Target protein
VK055_4636

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 327.47 Da
LogP (Crippen) 4.82
H-bond donors 1
H-bond acceptors 2
TPSA 44.70 Ų
Rotatable bonds 2
Aromatic rings 1 / 3
Heavy atoms 24
Fraction sp³ C 0.60
Formula C₂₀H₂₉N₃O

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 44.7
  • −1 ≤ LogP ≤ 5 4.82
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 327.5
  • LogP ≤ 5 4.82
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 2
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 44.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1ccc(N(C(=O)NC2CCCCC2)C2=NCCCCC2)cc1
InChI 
InChI=1S/C20H29N3O/c1-16-11-13-18(14-12-16)23(19-10-6-3-7-15-21-19)20(24)22-17-8-4-2-5-9-17/h11-14,17H,2-10,15H2,1H3,(H,22,24)
InChIKey 
RSWUCIIWNFGHRO-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 VK055_4636.

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)