Ligand profile

CHEMBL5830362

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 C₄₇H₇₃NO₁₁
pchembl 8.23 ~5.9 nM
Mol. weight 828.10 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5830362
UniProt (similar protein)
P62942
pchembl
8.230 (~5.9 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 828.10 Da
LogP (Crippen) 6.35
H-bond donors 3
H-bond acceptors 11
TPSA 169.13 Ų
Rotatable bonds 5
Aromatic rings 0 / 4
Heavy atoms 59
Fraction sp³ C 0.74
Formula C₄₇H₇₃NO₁₁

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 169.1
  • −1 ≤ LogP ≤ 5 6.35
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 828.1
  • LogP ≤ 5 6.35
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 169.1
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](OC)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/C47H73NO11/c1-29-14-10-9-11-15-31(3)42(56-7)27-36-20-18-34(6)47(55,59-36)44(52)45(53)48-23-13-12-16-37(48)46(54)58-41(22-17-30(2)39(50)28-40(51)32(4)24-29)33(5)25-35-19-21-38(49)43(26-35)57-8/h9-11,14-15,17,29,32-39,41-43,49-50,55H,12-13,16,18-28H2,1-8H3/b11-9-,14-10-,30-17-,31-15-/t29-,32-,33-,34-,35+,36+,37+,38-,39+,41?,42+,43-,47-/m1/s1
InChIKey 
BIRKEUPFPRWKIB-ATYZWAAGSA-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
448957
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)