Methyl 3beta-Acetoxy-12-oxoolean-9(11)-en-28-oate

ID: ALA3785616

PubChem CID: 127033659

Max Phase: Preclinical

Molecular Formula: C33H50O5

Molecular Weight: 526.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@]12CCC(C)(C)C[C@H]1[C@H]1C(=O)C=C3[C@@]4(C)CC[C@H](OC(C)=O)C(C)(C)[C@@H]4CC[C@@]3(C)[C@]1(C)CC2

Standard InChI:  InChI=1S/C33H50O5/c1-20(34)38-25-11-12-30(6)23(29(25,4)5)10-13-31(7)24(30)18-22(35)26-21-19-28(2,3)14-16-33(21,27(36)37-9)17-15-32(26,31)8/h18,21,23,25-26H,10-17,19H2,1-9H3/t21-,23-,25-,26-,30-,31+,32+,33-/m0/s1

Standard InChI Key:  MHESADREAJTXQD-MKPWSPEMSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3785616

   ---

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: 526.76

Molecular Weight (Monoisotopic): 526.3658

AlogP: 7.07

#Rotatable Bonds: 2

Polar Surface Area: 69.67

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.62

CX LogD: 6.62

Aromatic Rings: ┄

Heavy Atoms: 38

QED Weighted: 0.36

Np Likeness Score: 2.86

References

1. Wong MH, Bryan HK, Copple IM, Jenkins RE, Chiu PH, Bibby J, Berry NG, Kitteringham NR, Goldring CE, O'Neill PM, Park BK..  (2016)  Design and Synthesis of Irreversible Analogues of Bardoxolone Methyl for the Identification of Pharmacologically Relevant Targets and Interaction Sites.,  59  (6): [PMID:26908173] [10.1021/acs.jmedchem.5b01292]

Source

Source(1):

• Scientific Literature