Ligand profile

CHEMBL5816255

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₄H₁₁₅N₁₁O₁₃
pchembl 8.77 ~1.7 nM
Mol. weight 1246.69 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5816255
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 1246.69 Da
LogP (Crippen) 3.28
H-bond donors 5
H-bond acceptors 13
TPSA 288.03 Ų
Rotatable bonds 17
Aromatic rings 0 / 1
Heavy atoms 88
Fraction sp³ C 0.80
Formula C₆₄H₁₁₅N₁₁O₁₃

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 288.0
  • −1 ≤ LogP ≤ 5 3.28
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1246.7
  • LogP ≤ 5 3.28
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 17
  • TPSA ≤ 140 Ų 288.0
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)CCOC)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/C64H115N11O13/c1-26-28-29-41(14)53(76)52-57(80)67-45(27-2)60(83)69(18)44(17)59(82)74(23)51(40(13)30-31-88-25)56(79)68-49(38(9)10)63(86)70(19)46(32-35(3)4)55(78)65-42(15)54(77)66-43(16)58(81)71(20)47(33-36(5)6)61(84)72(21)48(34-37(7)8)62(85)73(22)50(39(11)12)64(87)75(52)24/h26,28,35-53,76H,27,29-34H2,1-25H3,(H,65,78)(H,66,77)(H,67,80)(H,68,79)/b28-26+/t40-,41-,42+,43-,44-,45+,46+,47+,48+,49+,50+,51+,52+,53-/m1/s1
InChIKey 
IJENCMKWSSDLPI-ZKISSFAWSA-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
546518
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)