Ligand profile

CHEMBL3918259

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P05091 Formula C₂₃H₂₁NO₅S
pchembl 6.41 ~389.0 nM
Mol. weight 423.49 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3918259
UniProt (similar protein)
P05091
pchembl
6.410 (~389.0 nM)
Target protein
KP13_03893

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 423.49 Da
LogP (Crippen) 2.73
H-bond donors 3
H-bond acceptors 5
TPSA 96.61 Ų
Rotatable bonds 4
Aromatic rings 3 / 4
Heavy atoms 30
Fraction sp³ C 0.26
Formula C₂₃H₂₁NO₅S

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 96.6
  • −1 ≤ LogP ≤ 5 2.73
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 423.5
  • LogP ≤ 5 2.73
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 96.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=c1c(-c2ccc(CN[SH](=O)=O)cc2)coc2cc(C#CC3(O)CCCC3)ccc12
InChI 
InChI=1S/C23H21NO5S/c25-22-19-8-5-16(9-12-23(26)10-1-2-11-23)13-21(19)29-15-20(22)18-6-3-17(4-7-18)14-24-30(27)28/h3-8,13,15,26,30H,1-2,10-11,14H2,(H,24,27,28)
InChIKey 
YFYHYDNTARBWGF-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
244341
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)