Ligand profile

CHEMBL1355293

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01311 — Methylmalonate semialdehyde dehydrogenase acylating

Via homolog UniProt P00352 Formula C₂₈H₃₇BrO₅
pchembl 8.05 ~8.9 nM
Mol. weight 533.50 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1355293
UniProt (similar protein)
P00352
pchembl
8.050 (~8.9 nM)
Target protein
KP13_01311

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 533.50 Da
LogP (Crippen) 6.27
H-bond donors 0
H-bond acceptors 5
TPSA 46.15 Ų
Rotatable bonds 14
Aromatic rings 2 / 2
Heavy atoms 34
Fraction sp³ C 0.50
Formula C₂₈H₃₇BrO₅

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 46.2
  • −1 ≤ LogP ≤ 5 6.27
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 533.5
  • LogP ≤ 5 6.27
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 5
Veber's rules Fail
  • Rotatable bonds ≤ 10 14
  • TPSA ≤ 140 Ų 46.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC#CC(C)C(OCOC)C(CC(C)Cc1cc(Br)cc(OCc2ccccc2)c1OC)OC
InChI 
InChI=1S/C28H37BrO5/c1-7-11-21(3)27(34-19-30-4)25(31-5)15-20(2)14-23-16-24(29)17-26(28(23)32-6)33-18-22-12-9-8-10-13-22/h8-10,12-13,16-17,20-21,25,27H,14-15,18-19H2,1-6H3
InChIKey 
RHDDSBKTGZHITE-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
Inconclusive
Binding sites
PF00171

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_01311.

PDB 11

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)