Ligand profile

CHEMBL6056488

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₇₀H₁₂₅N₁₃O₁₄
pchembl 9.15 ~0.7 nM
Mol. weight 1372.85 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6056488
UniProt (similar protein)
P62937
pchembl
9.150 (~0.7 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1372.85 Da
LogP (Crippen) 3.41
H-bond donors 5
H-bond acceptors 15
TPSA 311.58 Ų
Rotatable bonds 17
Aromatic rings 0 / 2
Heavy atoms 97
Fraction sp³ C 0.80
Formula C₇₀H₁₂₅N₁₃O₁₄

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 311.6
  • −1 ≤ LogP ≤ 5 3.41
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1372.8
  • LogP ≤ 5 3.41
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 17
  • TPSA ≤ 140 Ų 311.6
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)COC(=O)N(C)C2CCN(C)CC2)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/C70H125N13O14/c1-27-29-30-44(13)58(84)57-62(88)73-50(28-2)65(91)76(19)48(17)64(90)82(25)56(45(14)38-97-70(96)77(20)49-31-33-75(18)34-32-49)61(87)74-54(42(9)10)68(94)78(21)51(35-39(3)4)60(86)71-46(15)59(85)72-47(16)63(89)79(22)52(36-40(5)6)66(92)80(23)53(37-41(7)8)67(93)81(24)55(43(11)12)69(95)83(57)26/h27,29,39-58,84H,28,30-38H2,1-26H3,(H,71,86)(H,72,85)(H,73,88)(H,74,87)/b29-27+/t44-,45-,46+,47-,48-,50+,51+,52+,53+,54+,55+,56+,57+,58-/m1/s1
InChIKey 
YPLITPRFVGLJCL-XDOYVCPVSA-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
546414
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)