Ligand profile

CHEMBL3660725

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P05091 Formula C₂₈H₃₀N₂O₆S
pchembl 7.07 ~85.1 nM
Mol. weight 522.62 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3660725
UniProt (similar protein)
P05091
pchembl
7.070 (~85.1 nM)
Target protein
KP13_03893

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 522.62 Da
LogP (Crippen) 4.83
H-bond donors 1
H-bond acceptors 6
TPSA 105.92 Ų
Rotatable bonds 3
Aromatic rings 3 / 4
Heavy atoms 37
Fraction sp³ C 0.36
Formula C₂₈H₃₀N₂O₆S

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 105.9
  • −1 ≤ LogP ≤ 5 4.83
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 522.6
  • LogP ≤ 5 4.83
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 105.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)(C)OC(=O)N1CCC(C#Cc2ccc3c(=O)c(-c4ccc(NS(C)(=O)=O)cc4)coc3c2)CC1
InChI 
InChI=1S/C28H30N2O6S/c1-28(2,3)36-27(32)30-15-13-19(14-16-30)5-6-20-7-12-23-25(17-20)35-18-24(26(23)31)21-8-10-22(11-9-21)29-37(4,33)34/h7-12,17-19,29H,13-16H2,1-4H3
InChIKey 
HYMHDYJRDUQUBJ-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
244346
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)