Ligand profile

CHEMBL111989

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03893 — Succinate-semialdehyde dehydrogenase [NADP+]

Via homolog UniProt P05091 Formula C₂₄H₂₈O₅
pchembl 6.16 ~691.8 nM
Mol. weight 396.48 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL111989
UniProt (similar protein)
P05091
pchembl
6.160 (~691.8 nM)
Target protein
KP13_03893

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 396.48 Da
LogP (Crippen) 5.27
H-bond donors 2
H-bond acceptors 5
TPSA 79.90 Ų
Rotatable bonds 11
Aromatic rings 3 / 3
Heavy atoms 29
Fraction sp³ C 0.38
Formula C₂₄H₂₈O₅

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 79.9
  • −1 ≤ LogP ≤ 5 5.27
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 396.5
  • LogP ≤ 5 5.27
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 79.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=c1c(-c2ccc(O)cc2)coc2cc(OCCCCCCCCCO)ccc12
InChI 
InChI=1S/C24H28O5/c25-14-6-4-2-1-3-5-7-15-28-20-12-13-21-23(16-20)29-17-22(24(21)27)18-8-10-19(26)11-9-18/h8-13,16-17,25-26H,1-7,14-15H2
InChIKey 
HRSATODJOGYBHM-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
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_03893.

PDB 15

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)