Ligand profile

CHEMBL5220794

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 C₄₆H₇₁NO₁₁
pchembl 8.38 ~4.2 nM
Mol. weight 814.07 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5220794
UniProt (similar protein)
P62942
pchembl
8.380 (~4.2 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 814.07 Da
LogP (Crippen) 5.70
H-bond donors 4
H-bond acceptors 11
TPSA 180.13 Ų
Rotatable bonds 4
Aromatic rings 0 / 4
Heavy atoms 58
Fraction sp³ C 0.74
Formula C₄₆H₇₁NO₁₁

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 180.1
  • −1 ≤ LogP ≤ 5 5.70
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 814.1
  • LogP ≤ 5 5.70
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 180.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CO[C@@H]1C[C@@H]2CC[C@@H](C)[C@@](O)(O2)C(=O)C(=O)N2CCCC[C@H]2C(=O)OC([C@H](C)C[C@@H]2CC[C@@H](O)[C@H](O)C2)C/C=C(\C)[C@@H](O)CC(=O)[C@H](C)C[C@H](C)/C=C/C=C/C=C/1C
InChI 
InChI=1S/C46H71NO11/c1-28-13-9-8-10-14-30(3)42(56-7)26-35-19-17-33(6)46(55,58-35)43(52)44(53)47-22-12-11-15-36(47)45(54)57-41(32(5)24-34-18-20-37(48)40(51)25-34)21-16-29(2)38(49)27-39(50)31(4)23-28/h8-10,13-14,16,28,31-38,40-42,48-49,51,55H,11-12,15,17-27H2,1-7H3/b10-8+,13-9+,29-16+,30-14+/t28-,31-,32-,33-,34+,35+,36+,37-,38+,40-,41?,42-,46-/m1/s1
InChIKey 
VYNVOBLSAPTDQJ-WDUNXSFGSA-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)