Ligand profile

CHEMBL5974662

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₉H₁₂₅N₁₃O₁₂
pchembl 9.00 ~1.0 nM
Mol. weight 1328.84 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5974662
UniProt (similar protein)
P62937
pchembl
9.000 (~1.0 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1328.84 Da
LogP (Crippen) 3.27
H-bond donors 5
H-bond acceptors 14
TPSA 285.28 Ų
Rotatable bonds 17
Aromatic rings 0 / 2
Heavy atoms 94
Fraction sp³ C 0.81
Formula C₆₉H₁₂₅N₁₃O₁₂

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 285.3
  • −1 ≤ LogP ≤ 5 3.27
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1328.8
  • LogP ≤ 5 3.27
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 17
  • TPSA ≤ 140 Ų 285.3
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)CN2CCN(C(C)C)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/C69H125N13O12/c1-27-29-30-45(15)58(83)57-62(87)72-50(28-2)65(90)74(20)49(19)64(89)79(25)56(46(16)38-81-31-33-82(34-32-81)44(13)14)61(86)73-54(42(9)10)68(93)75(21)51(35-39(3)4)60(85)70-47(17)59(84)71-48(18)63(88)76(22)52(36-40(5)6)66(91)77(23)53(37-41(7)8)67(92)78(24)55(43(11)12)69(94)80(57)26/h27,29,39-58,83H,28,30-38H2,1-26H3,(H,70,85)(H,71,84)(H,72,87)(H,73,86)/b29-27+/t45-,46-,47+,48-,49-,50+,51+,52+,53+,54+,55+,56+,57+,58-/m1/s1
InChIKey 
VCIBZHBIODFYMI-FOKKTQPASA-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
546334
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)