3-O-Acetyl-28-O-tetrahydropyranylbetulin

ID: ALA1076458

PubChem CID: 15331677

Max Phase: Preclinical

Molecular Formula: C37H60O4

Molecular Weight: 568.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2(COC3CCCCO3)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](OC(C)=O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C37H60O4/c1-24(2)26-14-19-37(23-40-31-11-9-10-22-39-31)21-20-35(7)27(32(26)37)12-13-29-34(6)17-16-30(41-25(3)38)33(4,5)28(34)15-18-36(29,35)8/h26-32H,1,9-23H2,2-8H3/t26-,27+,28-,29+,30-,31?,32+,34-,35+,36+,37+/m0/s1

Standard InChI Key:  HPTAJJZKJDDMAN-JHYCHLOKSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1076458

   [(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-3a-(oxan-2-yloxymethyl)-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-9-yl] acetate

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: 568.88

Molecular Weight (Monoisotopic): 568.4492

AlogP: 9.12

#Rotatable Bonds: 5

Polar Surface Area: 44.76

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 8.15

CX LogD: 8.15

Aromatic Rings: ┄

Heavy Atoms: 41

QED Weighted: 0.25

Np Likeness Score: 2.62

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