Ligand profile

CHEMBL5971933

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₆H₁₁₇N₁₃O₁₃
pchembl 8.77 ~1.7 nM
Mol. weight 1300.74 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5971933
UniProt (similar protein)
P62937
pchembl
8.770 (~1.7 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1300.74 Da
LogP (Crippen) 1.68
H-bond donors 6
H-bond acceptors 14
TPSA 311.14 Ų
Rotatable bonds 16
Aromatic rings 0 / 2
Heavy atoms 92
Fraction sp³ C 0.79
Formula C₆₆H₁₁₇N₁₃O₁₃

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 311.1
  • −1 ≤ LogP ≤ 5 1.68
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1300.7
  • LogP ≤ 5 1.68
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 16
  • TPSA ≤ 140 Ų 311.1
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)CN2CCNC(=O)C2)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/C66H117N13O13/c1-25-27-28-41(13)55(81)54-59(85)70-46(26-2)62(88)72(18)45(17)61(87)77(23)53(42(14)34-79-30-29-67-50(80)35-79)58(84)71-51(39(9)10)65(91)73(19)47(31-36(3)4)57(83)68-43(15)56(82)69-44(16)60(86)74(20)48(32-37(5)6)63(89)75(21)49(33-38(7)8)64(90)76(22)52(40(11)12)66(92)78(54)24/h25,27,36-49,51-55,81H,26,28-35H2,1-24H3,(H,67,80)(H,68,83)(H,69,82)(H,70,85)(H,71,84)/b27-25+/t41-,42-,43+,44-,45-,46+,47+,48+,49+,51+,52+,53+,54+,55-/m1/s1
InChIKey 
CRGCAKYXIPNDCW-RRZLEUKXSA-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
546406
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)