Ligand profile

CHEMBL6043586

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₇₂H₁₃₁N₁₃O₁₄
pchembl 8.85 ~1.4 nM
Mol. weight 1402.92 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6043586
UniProt (similar protein)
P62937
pchembl
8.850 (~1.4 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1402.92 Da
LogP (Crippen) 3.15
H-bond donors 6
H-bond acceptors 16
TPSA 320.37 Ų
Rotatable bonds 41
Aromatic rings 0 / 1
Heavy atoms 99
Fraction sp³ C 0.81
Formula C₇₂H₁₃₁N₁₃O₁₄

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 320.4
  • −1 ≤ LogP ≤ 5 3.15
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1402.9
  • LogP ≤ 5 3.15
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 16
Veber's rules Fail
  • Rotatable bonds ≤ 10 41
  • TPSA ≤ 140 Ų 320.4
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](C(=O)N[C@@H](CC)C(=O)N(C)[C@H](C)C(C)=O)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](NC(=O)[C@@H](NC)[C@H](C)COCC(=O)N1CCN(C(C)C)CC1)C(C)C
InChI 
InChI=1S/C72H131N13O14/c1-28-30-31-47(15)62(88)61(66(92)76-53(29-2)68(94)78(22)51(19)52(20)86)83(27)72(98)60(45(11)12)82(26)70(96)56(38-43(7)8)81(25)69(95)55(37-42(5)6)80(24)67(93)50(18)75-63(89)49(17)74-64(90)54(36-41(3)4)79(23)71(97)58(44(9)10)77-65(91)59(73-21)48(16)39-99-40-57(87)85-34-32-84(33-35-85)46(13)14/h28,30,41-51,53-56,58-62,73,88H,29,31-40H2,1-27H3,(H,74,90)(H,75,89)(H,76,92)(H,77,91)/b30-28+/t47-,48-,49+,50-,51-,53+,54+,55+,56+,58+,59+,60+,61+,62-/m1/s1
InChIKey 
SLEVLZZDBZEOJK-IIXWLKDPSA-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
546439
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)