Ligand profile

CHEMBL266912

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 C₅₃H₈₀N₂O₁₃
pchembl 8.25 ~5.6 nM
Mol. weight 953.22 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL266912
UniProt (similar protein)
P62942
pchembl
8.250 (~5.6 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 953.22 Da
LogP (Crippen) 6.16
H-bond donors 2
H-bond acceptors 13
TPSA 187.67 Ų
Rotatable bonds 11
Aromatic rings 1 / 5
Heavy atoms 68
Fraction sp³ C 0.72
Formula C₅₃H₈₀N₂O₁₃

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 187.7
  • −1 ≤ LogP ≤ 5 6.16
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 953.2
  • LogP ≤ 5 6.16
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 187.7
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/C3CC[C@@H](OCC(=O)N(C)Cc4ccccc4)[C@H](OC)C3)[C@H](C)[C@@H](O)CC1=O)[C@H](C)C[C@@H]2OC
InChI 
InChI=1S/C53H80N2O13/c1-11-39-24-32(2)23-33(3)25-45(64-9)49-46(65-10)27-35(5)53(62,68-49)50(59)51(60)55-22-16-15-19-40(55)52(61)67-48(36(6)41(56)29-42(39)57)34(4)26-38-20-21-43(44(28-38)63-8)66-31-47(58)54(7)30-37-17-13-12-14-18-37/h12-14,17-18,24,26,33,35-36,38-41,43-46,48-49,56,62H,11,15-16,19-23,25,27-31H2,1-10H3/b32-24+,34-26+/t33-,35+,36+,38?,39+,40-,41-,43+,44+,45-,46-,48+,49+,53+/m0/s1
InChIKey 
MNEALIWQGDIOKR-HEXGZFPJSA-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)