Ligand profile

CHEMBL456844

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1961 — serine 3-dehydrogenase

Via homolog UniProt Q9BPW9 Formula C₂₂H₂₈O₃

Mol. weight 340.46 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL456844
UniProt (similar protein): Q9BPW9
Target protein: VK055_1961

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 340.46 Da

LogP (Crippen) 5.07

H-bond donors 0

H-bond acceptors 3

TPSA 35.53 Å²

Rotatable bonds 1

Aromatic rings 0 / 4

Heavy atoms 25

Fraction sp³ C 0.59

Formula C₂₂H₂₈O₃

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 35.5
−1 ≤ LogP ≤ 5 5.07

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 340.5
LogP ≤ 5 5.07
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 3

Veber's rules Pass

Rotatable bonds ≤ 10 1
TPSA ≤ 140 Å² 35.5

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CC1=CC[C@H]2C(C)(C)CCC[C@]2(C)[C@H]1/C=C1\C=C2OCOC2=CC1=O

InChI

InChI=1S/C22H28O3/c1-14-6-7-20-21(2,3)8-5-9-22(20,4)16(14)10-15-11-18-19(12-17(15)23)25-13-24-18/h6,10-12,16,20H,5,7-9,13H2,1-4H3/b15-10+/t16-,20-,22+/m0/s1

InChIKey

ZHFJJCVFBCBFLU-IKXKFBGNSA-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: Active
Binding sites: PF00106

External resources

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

ChEMBL ChEMBL compound CHEMBL456844 →
UniProt UniProt Q9BPW9 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL456844”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_1961.

PDB 4

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 47

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)