Ligand profile

CHEMBL3660735

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04095 — Aldehyde dehydrogenase

Via homolog UniProt P05091 Formula C₂₇H₂₆N₂O₆S
pchembl 8.05 ~8.9 nM
Mol. weight 506.58 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3660735
UniProt (similar protein)
P05091
pchembl
8.050 (~8.9 nM)
Target protein
KP13_04095

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 506.58 Da
LogP (Crippen) 4.19
H-bond donors 1
H-bond acceptors 6
TPSA 105.92 Ų
Rotatable bonds 4
Aromatic rings 3 / 5
Heavy atoms 36
Fraction sp³ C 0.33
Formula C₂₇H₂₆N₂O₆S

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 4.19
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 506.6
  • LogP ≤ 5 4.19
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 105.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CS(=O)(=O)Nc1ccc(-c2coc3cc(C#CC4CN(C(=O)OC5CCCC5)C4)ccc3c2=O)cc1
InChI 
InChI=1S/C27H26N2O6S/c1-36(32,33)28-21-11-9-20(10-12-21)24-17-34-25-14-18(8-13-23(25)26(24)30)6-7-19-15-29(16-19)27(31)35-22-4-2-3-5-22/h8-14,17,19,22,28H,2-5,15-16H2,1H3
InChIKey 
TWDKBPQERJUSBA-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
244356
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_04095.

PDB 12

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)