Ligand profile

CHEMBL4207953

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01311 — Methylmalonate semialdehyde dehydrogenase acylating

Via homolog UniProt P00352 Formula C₂₅H₂₇N₅O₃S₂
pchembl 8.00 ~10.0 nM
Mol. weight 509.66 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4207953
UniProt (similar protein)
P00352
pchembl
8.000 (~10.0 nM)
Target protein
KP13_01311

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 509.66 Da
LogP (Crippen) 3.08
H-bond donors 0
H-bond acceptors 7
TPSA 97.61 Ų
Rotatable bonds 4
Aromatic rings 3 / 5
Heavy atoms 35
Fraction sp³ C 0.40
Formula C₂₅H₂₇N₅O₃S₂

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 97.6
  • −1 ≤ LogP ≤ 5 3.08
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 509.7
  • LogP ≤ 5 3.08
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 97.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CS(=O)(=O)N1CCN(C(=O)c2cnc3ccsc3c2N2CCC(C#N)(c3ccccc3)CC2)CC1
InChI 
InChI=1S/C25H27N5O3S2/c1-35(32,33)30-14-12-29(13-15-30)24(31)20-17-27-21-7-16-34-23(21)22(20)28-10-8-25(18-26,9-11-28)19-5-3-2-4-6-19/h2-7,16-17H,8-15H2,1H3
InChIKey 
JVEIKJNDHWTKST-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
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)