Ligand profile

CHEMBL3344500

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₆H₁₂₀N₁₂O₁₃
pchembl 8.77 ~1.7 nM
Mol. weight 1289.76 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3344500
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 1289.76 Da
LogP (Crippen) 2.83
H-bond donors 5
H-bond acceptors 14
TPSA 291.27 Ų
Rotatable bonds 19
Aromatic rings 0 / 1
Heavy atoms 91
Fraction sp³ C 0.80
Formula C₆₆H₁₂₀N₁₂O₁₃

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 291.3
  • −1 ≤ LogP ≤ 5 2.83
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1289.8
  • LogP ≤ 5 2.83
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 19
  • TPSA ≤ 140 Ų 291.3
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)CN(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/C66H120N12O13/c1-27-29-30-42(13)55(79)54-59(83)69-47(28-2)62(86)72(19)46(17)61(85)77(24)53(43(14)36-71(18)31-32-91-26)58(82)70-51(40(9)10)65(89)73(20)48(33-37(3)4)57(81)67-44(15)56(80)68-45(16)60(84)74(21)49(34-38(5)6)63(87)75(22)50(35-39(7)8)64(88)76(23)52(41(11)12)66(90)78(54)25/h27,29,37-55,79H,28,30-36H2,1-26H3,(H,67,81)(H,68,80)(H,69,83)(H,70,82)/b29-27+/t42-,43-,44+,45-,46-,47+,48+,49+,50+,51+,52+,53+,54+,55-/m1/s1
InChIKey 
OMMWALDDOGNKQM-LSIABQMLSA-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
546374
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)