Ligand profile

CHEMBL5792144

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00717 — Peptidyl-prolyl cis-trans isomerase A

Via homolog UniProt P62937 Formula C₇₂H₁₂₉N₁₃O₁₃
pchembl 9.30 ~0.5 nM
Mol. weight 1384.90 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5792144
UniProt (similar protein)
P62937
pchembl
9.300 (~0.5 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1384.90 Da
LogP (Crippen) 3.43
H-bond donors 5
H-bond acceptors 15
TPSA 294.51 Ų
Rotatable bonds 20
Aromatic rings 0 / 3
Heavy atoms 98
Fraction sp³ C 0.82
Formula C₇₂H₁₂₉N₁₃O₁₃

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 294.5
  • −1 ≤ LogP ≤ 5 3.43
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1384.9
  • LogP ≤ 5 3.43
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 20
  • TPSA ≤ 140 Ų 294.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C/C=C/C[C@@H](C)[C@@H](O)[C@H]1C(=O)N[C@@H](CC)C(=O)N(C)[C@H](C)C(=O)N(C)[C@@H]([C@H](C)COCCN2CCN(C3CCC3)CC2)C(=O)N[C@@H](C(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@H](C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](C(C)C)C(=O)N1C
InChI 
InChI=1S/C72H129N13O13/c1-25-27-29-47(13)61(86)60-65(90)75-53(26-2)68(93)77(18)51(17)67(92)82(23)59(48(14)41-98-37-36-84-32-34-85(35-33-84)52-30-28-31-52)64(89)76-57(45(9)10)71(96)78(19)54(38-42(3)4)63(88)73-49(15)62(87)74-50(16)66(91)79(20)55(39-43(5)6)69(94)80(21)56(40-44(7)8)70(95)81(22)58(46(11)12)72(97)83(60)24/h25,27,42-61,86H,26,28-41H2,1-24H3,(H,73,88)(H,74,87)(H,75,90)(H,76,89)/b27-25+/t47-,48-,49+,50-,51-,53+,54+,55+,56+,57+,58+,59+,60+,61-/m1/s1
InChIKey 
JNXWIAJUXNWXTG-OXUFTRPDSA-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
546482
Binding sites
PF00160

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_00717.

PDB 40

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)