Ligand profile

CHEMBL5869621

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_5016 — putative acid phosphatase Wzb

Via homolog UniProt P24666 Formula C₂₉H₃₁N₃

pchembl 6.30 ~501.2 nM

Mol. weight 421.59 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5869621
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 421.59 Da

LogP (Crippen) 6.35

H-bond donors 2

H-bond acceptors 3

TPSA 36.95 Å²

Rotatable bonds 6

Aromatic rings 4 / 6

Heavy atoms 32

Fraction sp³ C 0.34

Formula C₂₉H₃₁N₃

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 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 37.0
−1 ≤ LogP ≤ 5 6.35

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 421.6
LogP ≤ 5 6.35
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 3

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 37.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

c1cc2c3c(cc(-c4cc(NCCCC5CCCNC5)c5ccccc5n4)cc3c1)CC2

InChI

InChI=1S/C29H31N3/c1-2-11-26-25(10-1)28(31-15-5-7-20-6-4-14-30-19-20)18-27(32-26)24-16-22-9-3-8-21-12-13-23(17-24)29(21)22/h1-3,8-11,16-18,20,30H,4-7,12-15,19H2,(H,31,32)

InChIKey

QWVFEWMORFTFJI-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: 1128398
Binding sites: PF01451

External resources

Open this ligand in third-party databases and cheminformatics tools.

ChEMBL ChEMBL compound CHEMBL5869621 →
UniProt UniProt P24666 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5869621”) →

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)