Ligand profile

CHEMBL1441067

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01311 — Methylmalonate semialdehyde dehydrogenase acylating

Via homolog UniProt P00352 Formula C₂₃H₂₃N₃S₂
pchembl 8.30 ~5.0 nM
Mol. weight 405.59 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1441067
UniProt (similar protein)
P00352
pchembl
8.300 (~5.0 nM)
Target protein
KP13_01311

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 405.59 Da
LogP (Crippen) 6.20
H-bond donors 2
H-bond acceptors 2
TPSA 31.39 Ų
Rotatable bonds 6
Aromatic rings 4 / 4
Heavy atoms 28
Fraction sp³ C 0.17
Formula C₂₃H₂₃N₃S₂

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 31.4
  • −1 ≤ LogP ≤ 5 6.20
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 405.6
  • LogP ≤ 5 6.20
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 2
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 31.4
PAINS Alert

Matches PAINS filter: indol_3yl_alk(461). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1[nH]c2ccccc2c1CCN(Cc1cccs1)C(S)=Nc1ccccc1
InChI 
InChI=1S/C23H23N3S2/c1-17-20(21-11-5-6-12-22(21)24-17)13-14-26(16-19-10-7-15-28-19)23(27)25-18-8-3-2-4-9-18/h2-12,15,24H,13-14,16H2,1H3,(H,25,27)
InChIKey 
UZBLYDKXPZUIQZ-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
Inconclusive
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_01311.

PDB 11

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)