Ligand profile

CHEMBL1536441

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1732 — adenosylmethionine-8-amino-7-oxononanoate transaminase

Via homolog UniProt P9WQ81 Formula C₂₂H₂₂N₂O₄

Mol. weight 378.43 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL1536441
UniProt (similar protein): P9WQ81
Target protein: VK055_1732

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 378.43 Da

LogP (Crippen) 3.07

H-bond donors 1

H-bond acceptors 5

TPSA 81.43 Å²

Rotatable bonds 5

Aromatic rings 3 / 4

Heavy atoms 28

Fraction sp³ C 0.32

Formula C₂₂H₂₂N₂O₄

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 81.4
−1 ≤ LogP ≤ 5 3.07

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 378.4
LogP ≤ 5 3.07
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 81.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1c(OC(C)C(=O)NCc2ccccn2)ccc2c3c(c(=O)oc12)CCC3

InChI

InChI=1S/C22H22N2O4/c1-13-19(27-14(2)21(25)24-12-15-6-3-4-11-23-15)10-9-17-16-7-5-8-18(16)22(26)28-20(13)17/h3-4,6,9-11,14H,5,7-8,12H2,1-2H3,(H,24,25)

InChIKey

CIGYRJNSNYHABC-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: active
Binding sites: PF00202

External resources

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

ChEMBL ChEMBL compound CHEMBL1536441 →
UniProt UniProt P9WQ81 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL1536441”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_1732.

PDB 26

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)