Ligand profile

CHEMBL5994784

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₉H₁₂₄N₁₂O₁₄
pchembl 9.22 ~0.6 nM
Mol. weight 1345.82 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5994784
UniProt (similar protein)
P62937
pchembl
9.220 (~0.6 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1345.82 Da
LogP (Crippen) 2.98
H-bond donors 5
H-bond acceptors 15
TPSA 300.50 Ų
Rotatable bonds 20
Aromatic rings 0 / 2
Heavy atoms 95
Fraction sp³ C 0.81
Formula C₆₉H₁₂₄N₁₂O₁₄

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 300.5
  • −1 ≤ LogP ≤ 5 2.98
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1345.8
  • LogP ≤ 5 2.98
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 20
  • TPSA ≤ 140 Ų 300.5
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)COCCN2CC[C@H](OC)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/C69H124N12O14/c1-26-28-29-44(13)58(82)57-62(86)72-50(27-2)65(89)74(18)48(17)64(88)79(23)56(45(14)38-95-33-32-81-31-30-49(37-81)94-25)61(85)73-54(42(9)10)68(92)75(19)51(34-39(3)4)60(84)70-46(15)59(83)71-47(16)63(87)76(20)52(35-40(5)6)66(90)77(21)53(36-41(7)8)67(91)78(22)55(43(11)12)69(93)80(57)24/h26,28,39-58,82H,27,29-38H2,1-25H3,(H,70,84)(H,71,83)(H,72,86)(H,73,85)/b28-26+/t44-,45-,46+,47-,48-,49+,50+,51+,52+,53+,54+,55+,56+,57+,58-/m1/s1
InChIKey 
SFDHJZMEFZESIO-YJKIPBPYSA-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
546478
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)