gambogic amide

ID: ALA444109

Chembl Id: CHEMBL444109

PubChem CID: 25252739

Max Phase: Preclinical

Molecular Formula: C38H45NO7

Molecular Weight: 627.78

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Gambogic Amide | CHEMBL444109

Canonical SMILES:  CC(C)=CCC[C@]1(C)C=Cc2c(O)c3c(c(CC=C(C)C)c2O1)O[C@]12C(=C[C@@H]4CC1C(C)(C)O[C@@]2(C/C=C(/C)C(N)=O)C4=O)C3=O

Standard InChI:  InChI=1S/C38H45NO7/c1-20(2)10-9-15-36(8)16-14-24-29(40)28-30(41)26-18-23-19-27-35(6,7)46-37(33(23)42,17-13-22(5)34(39)43)38(26,27)45-32(28)25(31(24)44-36)12-11-21(3)4/h10-11,13-14,16,18,23,27,40H,9,12,15,17,19H2,1-8H3,(H2,39,43)/b22-13-/t23-,27?,36-,37+,38-/m1/s1

Standard InChI Key:  NFVXKLYWFCNBCO-JDDSCDDDSA-N

Alternative Forms

1. Parent:

   

   ALA444109

   GAMBOGIC AMIDE

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: 627.78

Molecular Weight (Monoisotopic): 627.3196

AlogP: 6.64

#Rotatable Bonds: 8

Polar Surface Area: 125.15

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.58

CX Basic pKa: ┄

CX LogP: 6.98

CX LogD: 6.95

Aromatic Rings: 1

Heavy Atoms: 46

QED Weighted: 0.24

Np Likeness Score: 3.48

References

1. Jang SW, Okada M, Sayeed I, Xiao G, Stein D, Jin P, Ye K..  (2007)  Gambogic amide, a selective agonist for TrkA receptor that possesses robust neurotrophic activity, prevents neuronal cell death.,  104  (41): [PMID:17911251] [10.1073/pnas.0706662104]

Source

Source(1):

• Scientific Literature