Ligand profile

CHEMBL70822

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 C₄₂H₆₇NO₁₂
pchembl 8.80 ~1.6 nM
Mol. weight 777.99 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL70822
UniProt (similar protein)
P62942
pchembl
8.800 (~1.6 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 777.99 Da
LogP (Crippen) 4.08
H-bond donors 3
H-bond acceptors 12
TPSA 178.36 Ų
Rotatable bonds 6
Aromatic rings 0 / 4
Heavy atoms 55
Fraction sp³ C 0.81
Formula C₄₂H₆₇NO₁₂

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 4.08
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 778.0
  • LogP ≤ 5 4.08
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 178.4
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@H](OC)[C@H]2O[C@@](O)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@H](/C(C)=C/[C@@H]3CC[C@@H](O)[C@H](OC)C3)[C@H](C)[C@@H](O)CC1=O)[C@H](C)C[C@@H]2OC
InChI 
InChI=1S/C42H67NO12/c1-10-29-18-23(2)17-24(3)37(53-9)38-35(52-8)20-26(5)42(50,55-38)39(47)40(48)43-16-12-11-13-30(43)41(49)54-36(27(6)32(45)22-33(29)46)25(4)19-28-14-15-31(44)34(21-28)51-7/h18-19,24,26-32,34-38,44-45,50H,10-17,20-22H2,1-9H3/b23-18+,25-19+/t24-,26+,27+,28-,29+,30-,31+,32-,34+,35-,36+,37-,38-,42+/m0/s1
InChIKey 
HLLXLLIJOGRJAZ-SIQHPVEJSA-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)