Ligand profile

CHEMBL4551583

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02726 — S-adenosylmethionine synthase

Via homolog UniProt P31153 Formula C₂₇H₂₂N₄O
pchembl 6.80 ~158.5 nM
Mol. weight 418.50 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4551583
UniProt (similar protein)
P31153
pchembl
6.800 (~158.5 nM)
Target protein
KP13_02726

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 418.50 Da
LogP (Crippen) 5.78
H-bond donors 1
H-bond acceptors 4
TPSA 63.05 Ų
Rotatable bonds 3
Aromatic rings 5 / 6
Heavy atoms 32
Fraction sp³ C 0.15
Formula C₂₇H₂₂N₄O

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 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 63.1
  • −1 ≤ LogP ≤ 5 5.78
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 418.5
  • LogP ≤ 5 5.78
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 63.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1[nH]c2c(C3=CCCC3)c(-c3ccccc3)nn2c(=O)c1-c1ccc2ncccc2c1
InChI 
InChI=1S/C27H22N4O/c1-17-23(21-13-14-22-20(16-21)12-7-15-28-22)27(32)31-26(29-17)24(18-8-5-6-9-18)25(30-31)19-10-3-2-4-11-19/h2-4,7-8,10-16,29H,5-6,9H2,1H3
InChIKey 
WDBNFAIZZSODBR-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.

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)