Ligand profile

CHEMBL1382858

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P9WQ81 Formula C₂₃H₂₃N₇OS

Mol. weight 445.55 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL1382858
UniProt (similar protein): P9WQ81
Target protein: VK055_1732

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 445.55 Da

LogP (Crippen) 3.16

H-bond donors 1

H-bond acceptors 7

TPSA 90.90 Å²

Rotatable bonds 5

Aromatic rings 4 / 5

Heavy atoms 32

Fraction sp³ C 0.26

Formula C₂₃H₂₃N₇OS

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 90.9
−1 ≤ LogP ≤ 5 3.16

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 445.6
LogP ≤ 5 3.16
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 7

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 90.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1ccc(-c2nnc(N3CCN(C(=O)CSc4nc[nH]n4)CC3)c3ccccc23)cc1

InChI

InChI=1S/C23H23N7OS/c1-16-6-8-17(9-7-16)21-18-4-2-3-5-19(18)22(27-26-21)30-12-10-29(11-13-30)20(31)14-32-23-24-15-25-28-23/h2-9,15H,10-14H2,1H3,(H,24,25,28)

InChIKey

JETHZSGIMUZAHA-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 CHEMBL1382858 →
UniProt UniProt P9WQ81 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL1382858”) →

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)