(R)-4-[3beta-tert-Butyloxy-28-norlup-20(29)-en-17beta-yl]-2-methylene-gamma-butyrolagammatone

ID: ALA1090331

PubChem CID: 46885635

Max Phase: Preclinical

Molecular Formula: C38H60O3

Molecular Weight: 564.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C[C@H]([C@]23CC[C@@H](C(=C)C)[C@@H]2[C@H]2CC[C@@H]4[C@@]5(C)CC[C@H](OC(C)(C)C)C(C)(C)[C@@H]5CC[C@@]4(C)[C@]2(C)CC3)OC1=O

Standard InChI:  InChI=1S/C38H60O3/c1-23(2)25-14-19-38(30-22-24(3)32(39)40-30)21-20-36(10)26(31(25)38)12-13-28-35(9)17-16-29(41-33(4,5)6)34(7,8)27(35)15-18-37(28,36)11/h25-31H,1,3,12-22H2,2,4-11H3/t25-,26+,27-,28+,29-,30+,31+,35-,36+,37+,38+/m0/s1

Standard InChI Key:  OEDZFQKEOLSXOF-ZNMBPMMRSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1090331

   (5R)-5-[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-9-[(2-methylpropan-2-yl)oxy]-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]-3-methylideneoxolan-2-one

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: 564.90

Molecular Weight (Monoisotopic): 564.4542

AlogP: 9.70

#Rotatable Bonds: 3

Polar Surface Area: 35.53

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 9.28

CX LogD: 9.28

Aromatic Rings: ┄

Heavy Atoms: 41

QED Weighted: 0.19

Np Likeness Score: 2.53

References

1. Csuk R, Barthel A, Schwarz S, Kommera H, Paschke R..  (2010)  Synthesis and biological evaluation of antitumor-active gamma-butyrolactone substituted betulin derivatives.,  18  (7): [PMID:20299226] [10.1016/j.bmc.2010.02.042]

Source

Source(1):

• Scientific Literature