Methyl 2-oxo-3beta-trans-cinnamoyloxy-6,23-epoxyursa-5,12-dien-28-oate

ID: ALA4540387

PubChem CID: 155549893

Max Phase: Preclinical

Molecular Formula: C40H50O6

Molecular Weight: 626.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)[C@]12CC[C@@H](C)[C@H](C)[C@H]1C1=CC[C@@H]3[C@@]4(C)CC(=O)[C@H](OC(=O)/C=C/c5ccccc5)[C@@]5(C)COC(=C45)C[C@@]3(C)[C@]1(C)CC2

Standard InChI:  InChI=1S/C40H50O6/c1-24-17-18-40(35(43)44-7)20-19-38(5)27(32(40)25(24)2)14-15-30-36(3)21-28(41)34(46-31(42)16-13-26-11-9-8-10-12-26)37(4)23-45-29(33(36)37)22-39(30,38)6/h8-14,16,24-25,30,32,34H,15,17-23H2,1-7H3/b16-13+/t24-,25+,30-,32+,34+,36-,37+,38-,39-,40+/m1/s1

Standard InChI Key:  JXFMRYXCEOGAEC-GPQSKDGMSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4540387

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 626.83

Molecular Weight (Monoisotopic): 626.3607

AlogP: 7.88

#Rotatable Bonds: 4

Polar Surface Area: 78.90

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.22

CX LogD: 7.22

Aromatic Rings: 1

Heavy Atoms: 46

QED Weighted: 0.19

Np Likeness Score: 2.15

References

1. Valdeira ASC, Darvishi E, Woldemichael GM, Beutler JA, Gustafson KR, Salvador JAR..  (2019)  Madecassic Acid Derivatives as Potential Anticancer Agents: Synthesis and Cytotoxic Evaluation.,  82  (8): [PMID:31343174] [10.1021/acs.jnatprod.8b00864]

Source

Source(1):

• Scientific Literature