28-O-Tetrahydropyranylbetulin

ID: ALA1076457

PubChem CID: 10940350

Max Phase: Preclinical

Molecular Formula: C35H58O3

Molecular Weight: 526.85

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 28-O-Tetrahydropyranylbetulin | 28-O-Tetrahydropyranylbetulin|CHEMBL1076457|SCHEMBL13293181|3-Hydroxy-28-[(tetrahydro-2H-pyran-2-yl)oxy]lup-20(29)-ene

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](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C35H58O3/c1-23(2)24-13-18-35(22-38-29-10-8-9-21-37-29)20-19-33(6)25(30(24)35)11-12-27-32(5)16-15-28(36)31(3,4)26(32)14-17-34(27,33)7/h24-30,36H,1,8-22H2,2-7H3/t24-,25+,26-,27+,28-,29?,30+,32-,33+,34+,35+/m0/s1

Standard InChI Key:  YAPARWBJTHNGRG-GVOHDUADSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1076457

   28-O-Tetrahydropyranylbetulin

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: 526.85

Molecular Weight (Monoisotopic): 526.4386

AlogP: 8.55

#Rotatable Bonds: 4

Polar Surface Area: 38.69

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: 7.71

CX LogD: 7.71

Aromatic Rings: ┄

Heavy Atoms: 38

QED Weighted: 0.37

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