Ligand profile

CHEMBL5219513

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 C₅₂H₈₁NO₁₃
pchembl 8.19 ~6.5 nM
Mol. weight 928.21 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5219513
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 928.21 Da
LogP (Crippen) 6.31
H-bond donors 4
H-bond acceptors 13
TPSA 206.43 Ų
Rotatable bonds 5
Aromatic rings 0 / 4
Heavy atoms 66
Fraction sp³ C 0.75
Formula C₅₂H₈₁NO₁₃

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 206.4
  • −1 ≤ LogP ≤ 5 6.31
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 928.2
  • LogP ≤ 5 6.31
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 206.4
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)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/C52H81NO13/c1-31-15-11-10-12-16-32(2)46(63-8)29-40-20-18-37(7)52(62,66-40)49(59)50(60)53-22-14-13-17-41(53)51(61)65-47(36(6)25-38-19-21-42(55)48(26-38)64-9)28-39(54)27-43(56)34(4)24-35(5)45(58)30-44(57)33(3)23-31/h10-12,15-16,24,31,33-34,36-42,45-48,54-55,58,62H,13-14,17-23,25-30H2,1-9H3/b12-10+,15-11+,32-16+,35-24+/t31-,33-,34-,36-,37-,38+,39?,40+,41+,42-,45+,46-,47?,48-,52-/m1/s1
InChIKey 
UHKOUPRMAKKTLW-XFTFGMQASA-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)