Ligand profile

CHEMBL4585665

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02726 — S-adenosylmethionine synthase

Via homolog UniProt P31153 Formula C₂₈H₂₅N₅O₃

pchembl 8.00 ~10.0 nM

Mol. weight 479.54 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4585665
UniProt (similar protein): P31153
pchembl: 8.000 (~10.0 nM)
Target protein: KP13_02726

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 479.54 Da

LogP (Crippen) 6.05

H-bond donors 2

H-bond acceptors 7

TPSA 97.45 Å²

Rotatable bonds 6

Aromatic rings 5 / 6

Heavy atoms 36

Fraction sp³ C 0.18

Formula C₂₈H₂₅N₅O₃

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 97.4
−1 ≤ LogP ≤ 5 6.05

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 479.5
LogP ≤ 5 6.05
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 7

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 97.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1ccc(-c2c(Nc3ccon3)[nH]c3c(C4=CCCCC4)c(-c4ccccc4)nn3c2=O)cc1

InChI

InChI=1S/C28H25N5O3/c1-35-21-14-12-19(13-15-21)24-26(29-22-16-17-36-32-22)30-27-23(18-8-4-2-5-9-18)25(31-33(27)28(24)34)20-10-6-3-7-11-20/h3,6-8,10-17,30H,2,4-5,9H2,1H3,(H,29,32)

InChIKey

UHUXPFZDYRJVEA-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
Curation: pdb_similarity_tanimoto
Binding sites: PF00438' 'PF02772' 'PF02773

External resources

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

ChEMBL ChEMBL compound CHEMBL4585665 →
UniProt UniProt P31153 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4585665”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_02726.

PDB 20

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)