Ligand profile

CHEMBL5796581

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 C₅₁H₇₉NO₁₂
pchembl 8.19 ~6.5 nM
Mol. weight 898.19 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5796581
UniProt (similar protein)
P62942
pchembl
8.190 (~6.5 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 898.19 Da
LogP (Crippen) 6.68
H-bond donors 4
H-bond acceptors 12
TPSA 197.20 Ų
Rotatable bonds 4
Aromatic rings 0 / 4
Heavy atoms 64
Fraction sp³ C 0.75
Formula C₅₁H₇₉NO₁₂

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 197.2
  • −1 ≤ LogP ≤ 5 6.68
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 898.2
  • LogP ≤ 5 6.68
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 197.2
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)O[C@H]([C@H](C)C[C@H]2CC[C@H](O)CC2)CC(O)CC(=O)[C@H](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/C51H79NO12/c1-31-14-10-9-11-15-32(2)46(62-8)29-41-22-17-37(7)51(61,64-41)48(58)49(59)52-23-13-12-16-42(52)50(60)63-47(36(6)26-38-18-20-39(53)21-19-38)28-40(54)27-43(55)34(4)25-35(5)45(57)30-44(56)33(3)24-31/h9-11,14-15,25,31,33-34,36-42,45-47,53-54,57,61H,12-13,16-24,26-30H2,1-8H3/b11-9-,14-10-,32-15-,35-25-/t31-,33+,34-,36-,37-,38-,39-,40?,41+,42+,45+,46+,47+,51-/m1/s1
InChIKey 
LIIHOHLVXJDOST-YVADSGPKSA-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
448963
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)