Ligand profile

CHEMBL3660746

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P05091 Formula C₂₈H₂₉N₃O₅S
pchembl 7.46 ~34.7 nM
Mol. weight 519.62 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3660746
UniProt (similar protein)
P05091
pchembl
7.460 (~34.7 nM)
Target protein
KP13_03893

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 519.62 Da
LogP (Crippen) 2.98
H-bond donors 1
H-bond acceptors 6
TPSA 99.93 Ų
Rotatable bonds 4
Aromatic rings 3 / 5
Heavy atoms 37
Fraction sp³ C 0.36
Formula C₂₈H₂₉N₃O₅S

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 99.9
  • −1 ≤ LogP ≤ 5 2.98
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 519.6
  • LogP ≤ 5 2.98
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 99.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN1CCC(C(=O)N2CC(C#Cc3ccc4c(=O)c(-c5ccc(NS(C)(=O)=O)cc5)coc4c3)C2)CC1
InChI 
InChI=1S/C28H29N3O5S/c1-30-13-11-22(12-14-30)28(33)31-16-20(17-31)4-3-19-5-10-24-26(15-19)36-18-25(27(24)32)21-6-8-23(9-7-21)29-37(2,34)35/h5-10,15,18,20,22,29H,11-14,16-17H2,1-2H3
InChIKey 
MKWBEEPCDNQVAN-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
244367
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)