Ligand profile

CHEMBL4776262

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q5TKS0 Formula C₂₉H₃₁NO₇S
Mol. weight 537.63 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4776262
UniProt (similar protein)
Q5TKS0
Target protein
KP13_31484

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 537.63 Da
LogP (Crippen) 6.04
H-bond donors 4
H-bond acceptors 7
TPSA 137.07 Ų
Rotatable bonds 7
Aromatic rings 2 / 6
Heavy atoms 38
Fraction sp³ C 0.41
Formula C₂₉H₃₁NO₇S

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 137.1
  • −1 ≤ LogP ≤ 5 6.04
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 537.6
  • LogP ≤ 5 6.04
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 137.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C=C1C[C@]23C=C(Sc4ccoc4C)C(=O)[C@@](C)(CCC(=O)Nc4c(O)ccc(C(=O)O)c4O)[C@@H]2C[C@H]1CC3
InChI 
InChI=1S/C29H31NO7S/c1-15-13-29-10-6-17(15)12-22(29)28(3,26(34)21(14-29)38-20-8-11-37-16(20)2)9-7-23(32)30-24-19(31)5-4-18(25(24)33)27(35)36/h4-5,8,11,14,17,22,31,33H,1,6-7,9-10,12-13H2,2-3H3,(H,30,32)(H,35,36)/t17-,22+,28+,29-/m1/s1
InChIKey 
AUKYKITVVLSYDF-QENXYIFXSA-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)