Ligand profile

CHEMBL293155

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 C₅₀H₇₅NO₁₂
pchembl 8.28 ~5.2 nM
Mol. weight 882.15 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL293155
UniProt (similar protein)
P62942
pchembl
8.280 (~5.2 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 882.15 Da
LogP (Crippen) 6.70
H-bond donors 2
H-bond acceptors 12
TPSA 167.36 Ų
Rotatable bonds 9
Aromatic rings 1 / 5
Heavy atoms 63
Fraction sp³ C 0.72
Formula C₅₀H₇₅NO₁₂

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 167.4
  • −1 ≤ LogP ≤ 5 6.70
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 882.1
  • LogP ≤ 5 6.70
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 167.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC[C@@H]1/C=C(\C)C[C@H](C)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](OCc4ccccc4)[C@H](OC)C3)[C@H](C)[C@@H](O)CC1=O)[C@H](C)C[C@@H]2OC
InChI 
InChI=1S/C50H75NO12/c1-10-37-23-30(2)22-31(3)24-43(59-8)46-44(60-9)26-33(5)50(57,63-46)47(54)48(55)51-21-15-14-18-38(51)49(56)62-45(34(6)39(52)28-40(37)53)32(4)25-36-19-20-41(42(27-36)58-7)61-29-35-16-12-11-13-17-35/h11-13,16-17,23,25,31,33-34,36-39,41-46,52,57H,10,14-15,18-22,24,26-29H2,1-9H3/b30-23+,32-25+/t31-,33+,34+,36-,37+,38-,39-,41+,42+,43-,44-,45+,46+,50+/m0/s1
InChIKey 
HWGODLGRCCMNLY-PVOGNCNZSA-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)