Ligand profile

CHEMBL3660748

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P05091 Formula C₂₆H₂₄N₂O₅S
pchembl 8.40 ~4.0 nM
Mol. weight 476.55 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3660748
UniProt (similar protein)
P05091
pchembl
8.400 (~4.0 nM)
Target protein
KP13_03893

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 476.55 Da
LogP (Crippen) 3.44
H-bond donors 1
H-bond acceptors 5
TPSA 96.69 Ų
Rotatable bonds 4
Aromatic rings 3 / 5
Heavy atoms 34
Fraction sp³ C 0.31
Formula C₂₆H₂₄N₂O₅S

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 96.7
  • −1 ≤ LogP ≤ 5 3.44
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 476.6
  • LogP ≤ 5 3.44
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 96.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CS(=O)(=O)Nc1ccc(-c2coc3cc(C#CC4CN(C(=O)C5CCC5)C4)ccc3c2=O)cc1
InChI 
InChI=1S/C26H24N2O5S/c1-34(31,32)27-21-10-8-19(9-11-21)23-16-33-24-13-17(7-12-22(24)25(23)29)5-6-18-14-28(15-18)26(30)20-3-2-4-20/h7-13,16,18,20,27H,2-4,14-15H2,1H3
InChIKey 
VMRQTNXXXDBCLC-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
244369
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)