Methyl 3,11-dioxo-olean-12-en-28-oate

ID: ALA3612405

PubChem CID: 14218808

Max Phase: Preclinical

Molecular Formula: C31H46O4

Molecular Weight: 482.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@]12CCC(C)(C)C[C@H]1C1=CC(=O)[C@@H]3[C@@]4(C)CCC(=O)C(C)(C)[C@@H]4CC[C@@]3(C)[C@]1(C)CC2

Standard InChI:  InChI=1S/C31H46O4/c1-26(2)13-15-31(25(34)35-8)16-14-29(6)19(20(31)18-26)17-21(32)24-28(5)11-10-23(33)27(3,4)22(28)9-12-30(24,29)7/h17,20,22,24H,9-16,18H2,1-8H3/t20-,22-,24+,28-,29+,30+,31-/m0/s1

Standard InChI Key:  WXHCCAKBRSQQBC-SLAWVEOGSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA3612405

   methyl (4aS,6aR,6aS,6bR,8aR,12aS,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10,13-dioxo-1,3,4,5,6,6a,7,8,8a,11,12,14b-dodecahydropicene-4a-carboxylate

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: 482.71

Molecular Weight (Monoisotopic): 482.3396

AlogP: 6.71

#Rotatable Bonds: 1

Polar Surface Area: 60.44

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.74

CX LogD: 6.74

Aromatic Rings: ┄

Heavy Atoms: 35

QED Weighted: 0.39

Np Likeness Score: 3.13

References

1. Heller L, Schwarz S, Perl V, Köwitsch A, Siewert B, Csuk R..  (2015)  Incorporation of a Michael acceptor enhances the antitumor activity of triterpenoic acids.,  101  [PMID:26177446] [10.1016/j.ejmech.2015.07.004]

2. Salvador JAR, Leal AS, Valdeira AS, Gonçalves BMF, Alho DPS, Figueiredo SAC, Silvestre SM, Mendes VIS..  (2017)  Oleanane-, ursane-, and quinone methide friedelane-type triterpenoid derivatives: Recent advances in cancer treatment.,  142  [PMID:28754470] [10.1016/j.ejmech.2017.07.013]

Source

Source(1):

• Scientific Literature