Biotinylated gambogic acid

ID: ALA2205161

Chembl Id: CHEMBL2205161

PubChem CID: 71452325

Max Phase: Preclinical

Molecular Formula: C53H70N4O9S

Molecular Weight: 939.23

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Biotinylated Gambogic Acid | CHEMBL2205161

Canonical SMILES:  CC(C)=CCC[C@]1(C)C=Cc2c(O)c3c(c(CC=C(C)C)c2O1)O[C@]12C(=C[C@@H]4C[C@H]1C(C)(C)O[C@@]2(C/C=C(/C)C(=O)NCCCCCNC(=O)CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@@H]21)C4=O)C3=O

Standard InChI:  InChI=1S/C53H70N4O9S/c1-30(2)15-14-22-51(8)23-21-34-43(59)41-44(60)36-27-33-28-39-50(6,7)66-52(47(33)61,53(36,39)65-46(41)35(45(34)64-51)19-18-31(3)4)24-20-32(5)48(62)55-26-13-9-12-25-54-40(58)17-11-10-16-38-42-37(29-67-38)56-49(63)57-42/h15,18,20-21,23,27,33,37-39,42,59H,9-14,16-17,19,22,24-26,28-29H2,1-8H3,(H,54,58)(H,55,62)(H2,56,57,63)/b32-20-/t33-,37+,38+,39+,42+,51-,52+,53-/m1/s1

Standard InChI Key:  YOBBNXVJHIJSMS-ZKKNMIBOSA-N

Alternative Forms

1. Parent:

   

   ALA2205161

   BIOTINYLATED GAMBOGIC ACID

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 939.23

Molecular Weight (Monoisotopic): 938.4864

AlogP: 8.28

#Rotatable Bonds: 19

Polar Surface Area: 181.39

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.58

CX Basic pKa: ┄

CX LogP: 7.79

CX LogD: 7.76

Aromatic Rings: 1

Heavy Atoms: 67

QED Weighted: 0.04

Np Likeness Score: 2.19

References

1. Yang J, Li C, Ding L, Guo Q, You Q, Jin S..  (2012)  Gambogic acid deactivates cytosolic and mitochondrial thioredoxins by covalent binding to the functional domain.,  75  (6): [PMID:22663155] [10.1021/np300118c]

Source

Source(1):

• Scientific Literature