Ligand profile

CHEMBL170544

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 C₄₅H₇₁NO₁₂
pchembl 8.57 ~2.7 nM
Mol. weight 818.06 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL170544
UniProt (similar protein)
P62942
pchembl
8.570 (~2.7 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 818.06 Da
LogP (Crippen) 5.03
H-bond donors 3
H-bond acceptors 12
TPSA 178.36 Ų
Rotatable bonds 8
Aromatic rings 0 / 4
Heavy atoms 58
Fraction sp³ C 0.78
Formula C₄₅H₇₁NO₁₂

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 5.03
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 818.1
  • LogP ≤ 5 5.03
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 178.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C=CCO[C@@H]1C[C@H](/C=C(\C)[C@H]2OC(=O)[C@@H]3CCCCN3C(=O)C(=O)C3(O)O[C@H]([C@@H](OC)C[C@@H](C)C/C(C)=C/[C@@H](CC)C(=O)C[C@H](O)[C@H]2C)[C@@H](OC)C[C@@H]3C)CC[C@H]1O
InChI 
InChI=1S/C45H71NO12/c1-10-18-56-37-24-31(15-16-34(37)47)22-28(5)40-30(7)35(48)25-36(49)32(11-2)20-26(3)19-27(4)21-38(54-8)41-39(55-9)23-29(6)45(53,58-41)42(50)43(51)46-17-13-12-14-33(46)44(52)57-40/h10,20,22,27,29-35,37-41,47-48,53H,1,11-19,21,23-25H2,2-9H3/b26-20+,28-22+/t27-,29-,30+,31-,32+,33-,34+,35-,37+,38-,39-,40+,41+,45?/m0/s1
InChIKey 
OIXIUKSEXGGDAU-MZXXYLFESA-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)