Ligand profile

CHEMBL68027

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01972 — FKBP-type 16 kDa peptidyl-prolyl cis-trans isomerase

Via homolog UniProt P62942 Formula C₄₃H₆₇NO₁₂
pchembl 9.10 ~0.8 nM
Mol. weight 790.00 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL68027
UniProt (similar protein)
P62942
pchembl
9.100 (~0.8 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 790.00 Da
LogP (Crippen) 4.25
H-bond donors 3
H-bond acceptors 12
TPSA 178.36 Ų
Rotatable bonds 7
Aromatic rings 0 / 4
Heavy atoms 56
Fraction sp³ C 0.77
Formula C₄₃H₆₇NO₁₂

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 178.4
  • −1 ≤ LogP ≤ 5 4.25
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 790.0
  • LogP ≤ 5 4.25
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 178.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C=CC[C@@H]1/C=C(\C)C[C@H](C)[C@H](OC)[C@H]2O[C@@](O)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@H](/C(C)=C/[C@@H]3CC[C@@H](O)[C@H](OC)C3)[C@H](C)[C@@H](O)CC1=O)[C@H](C)C[C@@H]2OC
InChI 
InChI=1S/C43H67NO12/c1-10-13-30-19-24(2)18-25(3)38(54-9)39-36(53-8)21-27(5)43(51,56-39)40(48)41(49)44-17-12-11-14-31(44)42(50)55-37(28(6)33(46)23-34(30)47)26(4)20-29-15-16-32(45)35(22-29)52-7/h10,19-20,25,27-33,35-39,45-46,51H,1,11-18,21-23H2,2-9H3/b24-19+,26-20+/t25-,27+,28+,29-,30+,31-,32+,33-,35+,36-,37+,38-,39-,43+/m0/s1
InChIKey 
LXCDNECJDXFACO-ZGIDGVMNSA-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
PF00254

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_01972.

PDB 25

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)