Ligand profile

CHEMBL4208724

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01311 — Methylmalonate semialdehyde dehydrogenase acylating

Via homolog UniProt P00352 Formula C₂₇H₂₇FN₄O₃S
pchembl 7.85 ~14.1 nM
Mol. weight 506.60 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4208724
UniProt (similar protein)
P00352
pchembl
7.850 (~14.1 nM)
Target protein
KP13_01311

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 506.60 Da
LogP (Crippen) 4.09
H-bond donors 0
H-bond acceptors 5
TPSA 94.37 Ų
Rotatable bonds 4
Aromatic rings 3 / 5
Heavy atoms 36
Fraction sp³ C 0.37
Formula C₂₇H₂₇FN₄O₃S

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 94.4
  • −1 ≤ LogP ≤ 5 4.09
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 506.6
  • LogP ≤ 5 4.09
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 94.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CS(=O)(=O)N1CCN(C(=O)c2cnc3ccc(F)cc3c2-c2ccc(C3(C#N)CCCC3)cc2)CC1
InChI 
InChI=1S/C27H27FN4O3S/c1-36(34,35)32-14-12-31(13-15-32)26(33)23-17-30-24-9-8-21(28)16-22(24)25(23)19-4-6-20(7-5-19)27(18-29)10-2-3-11-27/h4-9,16-17H,2-3,10-15H2,1H3
InChIKey 
VLPQTHOTYCYTEA-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)