Ligand profile

CHEMBL303852

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 C₄₂H₆₇NO₁₃
pchembl 9.15 ~0.7 nM
Mol. weight 793.99 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL303852
UniProt (similar protein)
P62942
pchembl
9.150 (~0.7 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 793.99 Da
LogP (Crippen) 3.05
H-bond donors 4
H-bond acceptors 13
TPSA 198.59 Ų
Rotatable bonds 6
Aromatic rings 0 / 4
Heavy atoms 56
Fraction sp³ C 0.81
Formula C₄₂H₆₇NO₁₃

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 198.6
  • −1 ≤ LogP ≤ 5 3.05
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 794.0
  • LogP ≤ 5 3.05
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 198.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC[C@@H]1/C=C(\C)[C@@H](O)[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/C42H67NO13/c1-10-28-18-22(2)35(47)26(6)37(54-9)38-34(53-8)19-24(4)42(51,56-38)39(48)40(49)43-16-12-11-13-29(43)41(50)55-36(25(5)31(45)21-32(28)46)23(3)17-27-14-15-30(44)33(20-27)52-7/h17-18,24-31,33-38,44-45,47,51H,10-16,19-21H2,1-9H3/b22-18+,23-17+/t24-,25-,26+,27+,28-,29+,30-,31+,33-,34+,35-,36-,37+,38+,42-/m1/s1
InChIKey 
RYGZCZJNNREQIG-XDYJYFMZSA-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)