3,28-Di-O-levulinoylbetulin

ID: ALA1076487

PubChem CID: 44606415

Max Phase: Preclinical

Molecular Formula: C40H62O6

Molecular Weight: 638.93

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C40H62O6/c1-25(2)28-16-21-40(24-45-33(43)14-10-26(3)41)23-22-38(8)29(35(28)40)12-13-31-37(7)19-18-32(46-34(44)15-11-27(4)42)36(5,6)30(37)17-20-39(31,38)9/h28-32,35H,1,10-24H2,2-9H3/t28-,29+,30-,31+,32-,35+,37-,38+,39+,40+/m0/s1

Standard InChI Key:  MPYRHKXJGWVFDV-JJGSAGOCSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1076487

   [(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-9-(4-oxopentanoyloxy)-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-3a-yl]methyl 4-oxopentanoate

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: 638.93

Molecular Weight (Monoisotopic): 638.4546

AlogP: 8.84

#Rotatable Bonds: 10

Polar Surface Area: 86.74

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.36

CX LogD: 7.36

Aromatic Rings: ┄

Heavy Atoms: 46

QED Weighted: 0.18

Np Likeness Score: 2.37

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