Ligand profile

CHEMBL5859080

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₉H₁₂₁N₁₃O₁₂
pchembl 8.96 ~1.1 nM
Mol. weight 1324.81 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5859080
UniProt (similar protein)
P62937
pchembl
8.960 (~1.1 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1324.81 Da
LogP (Crippen) 3.87
H-bond donors 5
H-bond acceptors 14
TPSA 305.83 Ų
Rotatable bonds 17
Aromatic rings 0 / 2
Heavy atoms 94
Fraction sp³ C 0.80
Formula C₆₉H₁₂₁N₁₃O₁₂

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 305.8
  • −1 ≤ LogP ≤ 5 3.87
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1324.8
  • LogP ≤ 5 3.87
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 17
  • TPSA ≤ 140 Ų 305.8
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)CCN2CCC(C#N)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/C69H121N13O12/c1-25-27-28-45(14)58(83)57-62(87)73-50(26-2)65(90)75(18)48(17)64(89)80(23)56(44(13)29-32-82-33-30-49(38-70)31-34-82)61(86)74-54(42(9)10)68(93)76(19)51(35-39(3)4)60(85)71-46(15)59(84)72-47(16)63(88)77(20)52(36-40(5)6)66(91)78(21)53(37-41(7)8)67(92)79(22)55(43(11)12)69(94)81(57)24/h25,27,39-58,83H,26,28-37H2,1-24H3,(H,71,85)(H,72,84)(H,73,87)(H,74,86)/b27-25+/t44-,45-,46+,47-,48-,50+,51+,52+,53+,54+,55+,56+,57+,58-/m1/s1
InChIKey 
NSZSUWIZCUJZGO-WQDBAEPXSA-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
546595
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)