Ligand profile

CHEMBL122664

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02907 — Succinate-semialdehyde dehydrogenase [NADP+]

Via homolog UniProt P51647 Formula C₁₈H₁₉NO₆S
Mol. weight 377.42 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL122664
UniProt (similar protein)
P51647
Target protein
KP13_02907

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 377.42 Da
LogP (Crippen) 3.38
H-bond donors 0
H-bond acceptors 6
TPSA 89.98 Ų
Rotatable bonds 3
Aromatic rings 2 / 2
Heavy atoms 26
Fraction sp³ C 0.22
Formula C₁₈H₁₉NO₆S

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 90.0
  • −1 ≤ LogP ≤ 5 3.38
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 377.4
  • LogP ≤ 5 3.38
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 90.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)(C)OC(=O)N(OC(=O)c1ccccc1)S(=O)(=O)c1ccccc1
InChI 
InChI=1S/C18H19NO6S/c1-18(2,3)24-17(21)19(25-16(20)14-10-6-4-7-11-14)26(22,23)15-12-8-5-9-13-15/h4-13H,1-3H3
InChIKey 
IDDWKZHPZSTGOP-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
Active
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_02907.

PDB 8

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 7

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)