Ligand profile

CHEMBL4791347

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_31484 — 3-oxoacyl-[acyl-carrier-protein] synthase 2

Via homolog UniProt Q5TKS0 Formula C₂₈H₂₉N₃O₆S
Mol. weight 535.62 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4791347
UniProt (similar protein)
Q5TKS0
Target protein
KP13_31484

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 535.62 Da
LogP (Crippen) 4.93
H-bond donors 4
H-bond acceptors 8
TPSA 149.71 Ų
Rotatable bonds 7
Aromatic rings 2 / 6
Heavy atoms 38
Fraction sp³ C 0.39
Formula C₂₈H₂₉N₃O₆S

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 149.7
  • −1 ≤ LogP ≤ 5 4.93
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 535.6
  • LogP ≤ 5 4.93
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 149.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C=C1C[C@]23C=C(Sc4ncccn4)C(=O)[C@@](C)(CCC(=O)Nc4c(O)ccc(C(=O)O)c4O)[C@@H]2C[C@H]1CC3
InChI 
InChI=1S/C28H29N3O6S/c1-15-13-28-9-6-16(15)12-20(28)27(2,24(35)19(14-28)38-26-29-10-3-11-30-26)8-7-21(33)31-22-18(32)5-4-17(23(22)34)25(36)37/h3-5,10-11,14,16,20,32,34H,1,6-9,12-13H2,2H3,(H,31,33)(H,36,37)/t16-,20+,27+,28-/m1/s1
InChIKey 
VMUQDCFNURPTCI-RSSVAIOBSA-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
Active
Curation
pdb_similarity_tanimoto
Binding sites
PF00109' 'PF02801

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_31484.

PDB 13

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 14

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)