(R)-4-[3beta-Agammaetoxy-28-norlup-20(29)-en-17beta-yl]-2-butenolide

ID: ALA1090340

PubChem CID: 46885646

Max Phase: Preclinical

Molecular Formula: C34H52O3

Molecular Weight: 508.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2([C@H]3C=CC(=O)O3)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](OC)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C34H52O3/c1-21(2)22-13-18-34(27-11-12-28(35)37-27)20-19-32(6)23(29(22)34)9-10-25-31(5)16-15-26(36-8)30(3,4)24(31)14-17-33(25,32)7/h11-12,22-27,29H,1,9-10,13-20H2,2-8H3/t22-,23+,24-,25+,26-,27+,29+,31-,32+,33+,34+/m0/s1

Standard InChI Key:  NUYKRAQRSAIVEL-QNAGEJGSSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1090340

   (2R)-2-[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-methoxy-5a,5b,8,8,11a-pentamethyl-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]-2H-furan-5-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: 508.79

Molecular Weight (Monoisotopic): 508.3916

AlogP: 8.14

#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: 10.66

CX Basic pKa: ┄

CX LogP: 7.93

CX LogD: 7.93

Aromatic Rings: ┄

Heavy Atoms: 37

QED Weighted: 0.29

Np Likeness Score: 2.91

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