Ligand profile

CHEMBL4209231

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01311 — Methylmalonate semialdehyde dehydrogenase acylating

Via homolog UniProt P00352 Formula C₂₈H₂₉FN₄O₄S
pchembl 7.75 ~17.8 nM
Mol. weight 536.63 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4209231
UniProt (similar protein)
P00352
pchembl
7.750 (~17.8 nM)
Target protein
KP13_01311

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 536.63 Da
LogP (Crippen) 2.75
H-bond donors 0
H-bond acceptors 6
TPSA 90.89 Ų
Rotatable bonds 3
Aromatic rings 3 / 6
Heavy atoms 38
Fraction sp³ C 0.39
Formula C₂₈H₂₉FN₄O₄S

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 90.9
  • −1 ≤ LogP ≤ 5 2.75
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 536.6
  • LogP ≤ 5 2.75
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 90.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CS(=O)(=O)N1CCN(C(=O)c2cnc3ccc(F)cc3c2N2CCC3(CC2)C(=O)Cc2ccccc23)CC1
InChI 
InChI=1S/C28H29FN4O4S/c1-38(36,37)33-14-12-32(13-15-33)27(35)22-18-30-24-7-6-20(29)17-21(24)26(22)31-10-8-28(9-11-31)23-5-3-2-4-19(23)16-25(28)34/h2-7,17-18H,8-16H2,1H3
InChIKey 
KYCJMCTWZQDMRF-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)