Ligand profile

CHEMBL4205051

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01311 — Methylmalonate semialdehyde dehydrogenase acylating

Via homolog UniProt P00352 Formula C₂₇H₂₇F₂N₅O₃S
pchembl 7.92 ~12.0 nM
Mol. weight 539.61 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4205051
UniProt (similar protein)
P00352
pchembl
7.920 (~12.0 nM)
Target protein
KP13_01311

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 539.61 Da
LogP (Crippen) 3.29
H-bond donors 0
H-bond acceptors 6
TPSA 97.61 Ų
Rotatable bonds 4
Aromatic rings 3 / 5
Heavy atoms 38
Fraction sp³ C 0.37
Formula C₂₇H₂₇F₂N₅O₃S

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 3.29
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 539.6
  • LogP ≤ 5 3.29
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 6
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)c2cnc3cc(F)c(F)cc3c2N2CCC(C#N)(c3ccccc3)CC2)CC1
InChI 
InChI=1S/C27H27F2N5O3S/c1-38(36,37)34-13-11-33(12-14-34)26(35)21-17-31-24-16-23(29)22(28)15-20(24)25(21)32-9-7-27(18-30,8-10-32)19-5-3-2-4-6-19/h2-6,15-17H,7-14H2,1H3
InChIKey 
WVBFNOCVWNRPMS-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)