Ligand profile

CHEMBL5772777

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_5016 — putative acid phosphatase Wzb

Via homolog UniProt P24666 Formula C₃₀H₃₃N₃O

pchembl 6.30 ~501.2 nM

Mol. weight 451.61 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5772777
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 451.61 Da

LogP (Crippen) 6.93

H-bond donors 1

H-bond acceptors 4

TPSA 37.39 Å²

Rotatable bonds 7

Aromatic rings 4 / 5

Heavy atoms 34

Fraction sp³ C 0.30

Formula C₃₀H₃₃N₃O

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 37.4
−1 ≤ LogP ≤ 5 6.93

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 451.6
LogP ≤ 5 6.93
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 7
TPSA ≤ 140 Å² 37.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCN1CCC(Cc2cccc(Nc3cc(-c4ccc(OC)cc4)nc4ccccc34)c2)CC1

InChI

InChI=1S/C30H33N3O/c1-3-33-17-15-22(16-18-33)19-23-7-6-8-25(20-23)31-30-21-29(24-11-13-26(34-2)14-12-24)32-28-10-5-4-9-27(28)30/h4-14,20-22H,3,15-19H2,1-2H3,(H,31,32)

InChIKey

VPMIWDDXUQXZGT-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: 1128172
Binding sites: PF01451

External resources

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

ChEMBL ChEMBL compound CHEMBL5772777 →
UniProt UniProt P24666 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5772777”) →

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)