Ligand profile

CHEMBL3344496

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P23284 Formula C₆₇H₁₂₀N₁₂O₁₃
pchembl 9.05 ~0.9 nM
Mol. weight 1301.77 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3344496
UniProt (similar protein)
P23284
pchembl
9.050 (~0.9 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1301.77 Da
LogP (Crippen) 2.97
H-bond donors 5
H-bond acceptors 14
TPSA 291.27 Ų
Rotatable bonds 16
Aromatic rings 0 / 2
Heavy atoms 92
Fraction sp³ C 0.81
Formula C₆₇H₁₂₀N₁₂O₁₃

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 2.97
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1301.8
  • LogP ≤ 5 2.97
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 16
  • 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)CN2CCCOCC2)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/C67H120N12O13/c1-25-27-29-43(13)56(80)55-60(84)70-48(26-2)63(87)72(18)47(17)62(86)77(23)54(44(14)37-79-30-28-32-92-33-31-79)59(83)71-52(41(9)10)66(90)73(19)49(34-38(3)4)58(82)68-45(15)57(81)69-46(16)61(85)74(20)50(35-39(5)6)64(88)75(21)51(36-40(7)8)65(89)76(22)53(42(11)12)67(91)78(55)24/h25,27,38-56,80H,26,28-37H2,1-24H3,(H,68,82)(H,69,81)(H,70,84)(H,71,83)/b27-25+/t43-,44-,45+,46-,47-,48+,49+,50+,51+,52+,53+,54+,55+,56-/m1/s1
InChIKey 
HDDQPUWVEGJFLL-WIQLLUQNSA-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
546371
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)