28-O-Chrysanthemoylbetulin

ID: ALA1076485

PubChem CID: 44606414

Max Phase: Preclinical

Molecular Formula: C40H64O3

Molecular Weight: 592.95

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 28-O-Chrysanthemoylbetulin | 28-O-Chrysanthemoylbetulin|CHEMBL1076485

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2(COC(=O)C3C(C=C(C)C)C3(C)C)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C40H64O3/c1-24(2)22-28-33(35(28,5)6)34(42)43-23-40-19-14-26(25(3)4)32(40)27-12-13-30-37(9)17-16-31(41)36(7,8)29(37)15-18-39(30,11)38(27,10)20-21-40/h22,26-33,41H,3,12-21,23H2,1-2,4-11H3/t26-,27+,28?,29-,30+,31-,32+,33?,37-,38+,39+,40+/m0/s1

Standard InChI Key:  FOHBYJOCVRQSKF-ZVGYGQJASA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1076485

   28-O-Chrysanthemoylbetulin

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: 592.95

Molecular Weight (Monoisotopic): 592.4855

AlogP: 9.79

#Rotatable Bonds: 5

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 9.03

CX LogD: 9.03

Aromatic Rings: ┄

Heavy Atoms: 43

QED Weighted: 0.26

Np Likeness Score: 2.68

References

1. Pohjala L, Alakurtti S, Ahola T, Yli-Kauhaluoma J, Tammela P..  (2009)  Betulin-derived compounds as inhibitors of alphavirus replication.,  72  (11): [PMID:19839605] [10.1021/np9003245]

Source

Source(1):

• Scientific Literature