Ligand profile

CHEMBL4798129

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q5TKS0 Formula C₂₇H₃₁NO₆S
Mol. weight 497.61 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4798129
UniProt (similar protein)
Q5TKS0
Target protein
KP13_31484

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 497.61 Da
LogP (Crippen) 5.27
H-bond donors 4
H-bond acceptors 6
TPSA 123.93 Ų
Rotatable bonds 8
Aromatic rings 1 / 5
Heavy atoms 35
Fraction sp³ C 0.44
Formula C₂₇H₃₁NO₆S

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 123.9
  • −1 ≤ LogP ≤ 5 5.27
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 497.6
  • LogP ≤ 5 5.27
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 123.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C=CCSC1=C[C@]23CC[C@H](C[C@H]2[C@](C)(CCC(=O)Nc2c(O)ccc(C(=O)O)c2O)C1=O)C(=C)C3
InChI 
InChI=1S/C27H31NO6S/c1-4-11-35-19-14-27-10-7-16(15(2)13-27)12-20(27)26(3,24(19)32)9-8-21(30)28-22-18(29)6-5-17(23(22)31)25(33)34/h4-6,14,16,20,29,31H,1-2,7-13H2,3H3,(H,28,30)(H,33,34)/t16-,20+,26+,27-/m1/s1
InChIKey 
NVVWYBOXPUFELH-GHBSWYQYSA-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)