Ligand profile

CHEMBL4555060

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02726 — S-adenosylmethionine synthase

Via homolog UniProt P31153 Formula C₂₇H₁₉N₅O

pchembl 7.00 ~100.0 nM

Mol. weight 429.48 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4555060
UniProt (similar protein): P31153
pchembl: 7.000 (~100.0 nM)
Target protein: KP13_02726

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 429.48 Da

LogP (Crippen) 5.28

H-bond donors 1

H-bond acceptors 5

TPSA 75.94 Å²

Rotatable bonds 3

Aromatic rings 6 / 6

Heavy atoms 33

Fraction sp³ C 0.04

Formula C₂₇H₁₉N₅O

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 75.9
−1 ≤ LogP ≤ 5 5.28

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 429.5
LogP ≤ 5 5.28
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 3
TPSA ≤ 140 Å² 75.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1[nH]c2c(-c3ccccc3)c(-c3ccccc3)nn2c(=O)c1-c1ccc2nccnc2c1

InChI

InChI=1S/C27H19N5O/c1-17-23(20-12-13-21-22(16-20)29-15-14-28-21)27(33)32-26(30-17)24(18-8-4-2-5-9-18)25(31-32)19-10-6-3-7-11-19/h2-16,30H,1H3

InChIKey

JLIOVJMVVZJXQH-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 CHEMBL4555060 →
UniProt UniProt P31153 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4555060”) →

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)