Ligand profile

CHEMBL5178014

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0782 — FAD binding domain protein

Via homolog UniProt P21397 Formula C₂₁H₂₄ClN₃O₃

pchembl 9.40 ~0.4 nM

Mol. weight 401.89 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5178014
UniProt (similar protein): P21397
pchembl: 9.400 (~0.4 nM)
Target protein: VK055_0782

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 401.89 Da

LogP (Crippen) 3.41

H-bond donors 3

H-bond acceptors 5

TPSA 73.83 Å²

Rotatable bonds 10

Aromatic rings 2 / 2

Heavy atoms 28

Fraction sp³ C 0.29

Formula C₂₁H₂₄ClN₃O₃

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

TPSA ≤ 90 Å² 73.8
−1 ≤ LogP ≤ 5 3.41

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 401.9
LogP ≤ 5 3.41
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 10
TPSA ≤ 140 Å² 73.8

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

C#CCN(C)CCCOc1cc(NCc2ccc(C(=O)NO)cc2)ccc1Cl

InChI

InChI=1S/C21H24ClN3O3/c1-3-11-25(2)12-4-13-28-20-14-18(9-10-19(20)22)23-15-16-5-7-17(8-6-16)21(26)24-27/h1,5-10,14,23,27H,4,11-13,15H2,2H3,(H,24,26)

InChIKey

BYADYVATCLWADC-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
Binding sites: PF01593

External resources

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

ChEMBL ChEMBL compound CHEMBL5178014 →
UniProt UniProt P21397 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5178014”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_0782.

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)