Ligand profile

CHEMBL5873894

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₇₀H₁₂₇N₁₃O₁₄
pchembl 8.82 ~1.5 nM
Mol. weight 1374.86 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5873894
UniProt (similar protein)
P62937
pchembl
8.820 (~1.5 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1374.86 Da
LogP (Crippen) 2.37
H-bond donors 6
H-bond acceptors 16
TPSA 320.37 Ų
Rotatable bonds 40
Aromatic rings 0 / 1
Heavy atoms 97
Fraction sp³ C 0.80
Formula C₇₀H₁₂₇N₁₃O₁₄

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 2.37
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1374.9
  • LogP ≤ 5 2.37
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 16
Veber's rules Fail
  • Rotatable bonds ≤ 10 40
  • 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)CC1)C(C)C
InChI 
InChI=1S/C70H127N13O14/c1-27-29-30-45(13)60(86)59(64(90)74-51(28-2)66(92)77(21)49(17)50(18)84)82(26)70(96)58(44(11)12)81(25)68(94)54(37-42(7)8)80(24)67(93)53(36-41(5)6)79(23)65(91)48(16)73-61(87)47(15)72-62(88)52(35-40(3)4)78(22)69(95)56(43(9)10)75-63(89)57(71-19)46(14)38-97-39-55(85)83-33-31-76(20)32-34-83/h27,29,40-49,51-54,56-60,71,86H,28,30-39H2,1-26H3,(H,72,88)(H,73,87)(H,74,90)(H,75,89)/b29-27+/t45-,46-,47+,48-,49-,51+,52+,53+,54+,56+,57+,58+,59+,60-/m1/s1
InChIKey 
NZMJWNAGUNOQAX-ZGJFSDCUSA-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
546435
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)