Ligand profile

CHEMBL5782802

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 C₃₆H₅₁NO₈
pchembl 9.02 ~1.0 nM
Mol. weight 625.80 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5782802
UniProt (similar protein)
P62942
pchembl
9.020 (~1.0 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 625.80 Da
LogP (Crippen) 4.87
H-bond donors 3
H-bond acceptors 8
TPSA 133.60 Ų
Rotatable bonds 4
Aromatic rings 1 / 4
Heavy atoms 45
Fraction sp³ C 0.64
Formula C₃₆H₅₁NO₈

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 133.6
  • −1 ≤ LogP ≤ 5 4.87
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 625.8
  • LogP ≤ 5 4.87
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 133.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC[C@H](Cc1cccc(O)c1)[C@@H]1/C=C\C/C=C\C[C@@H](C)[C@H](O)[C@@H](C)[C@@H]2CC[C@@H](C)C(=O)[C@@](O)(O2)C(=O)N2CCCC[C@H]2C(=O)O1
InChI 
InChI=1S/C36H51NO8/c1-5-27(21-26-14-12-15-28(38)22-26)31-17-9-7-6-8-13-23(2)32(39)25(4)30-19-18-24(3)33(40)36(43,45-30)35(42)37-20-11-10-16-29(37)34(41)44-31/h6,8-9,12,14-15,17,22-25,27,29-32,38-39,43H,5,7,10-11,13,16,18-21H2,1-4H3/b8-6-,17-9-/t23-,24-,25+,27-,29+,30+,31+,32+,36-/m1/s1
InChIKey 
GYYLHQHUBOJNLE-GIFIPUEGSA-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
Activity
1077758
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)