Ligand profile

CHEMBL5880327

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_5016 — putative acid phosphatase Wzb

Via homolog UniProt P24666 Formula C₃₁H₄₁N₅O₂
pchembl 6.30 ~501.2 nM
Mol. weight 515.70 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5880327
UniProt (similar protein)
P24666
pchembl
6.300 (~501.2 nM)
Target protein
VK055_5016

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 515.70 Da
LogP (Crippen) 4.55
H-bond donors 3
H-bond acceptors 6
TPSA 78.52 Ų
Rotatable bonds 11
Aromatic rings 3 / 5
Heavy atoms 38
Fraction sp³ C 0.48
Formula C₃₁H₄₁N₅O₂

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 78.5
  • −1 ≤ LogP ≤ 5 4.55
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 515.7
  • LogP ≤ 5 4.55
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 78.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NCCCN1CCOCC1)c1ccc(-c2cc(NCCCC3CCCNC3)c3ccccc3n2)cc1
InChI 
InChI=1S/C31H41N5O2/c37-31(34-16-5-17-36-18-20-38-21-19-36)26-12-10-25(11-13-26)29-22-30(27-8-1-2-9-28(27)35-29)33-15-4-7-24-6-3-14-32-23-24/h1-2,8-13,22,24,32H,3-7,14-21,23H2,(H,33,35)(H,34,37)
InChIKey 
KSCDRFPCGKVSAE-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
1128334
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 VK055_5016.

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)