Methyl 2alpha-trans-cinnamoyloxy-3beta,6beta,23-trihydroxyurs-12-en-28-oate

ID: ALA4476011

PubChem CID: 155537970

Max Phase: Preclinical

Molecular Formula: C40H56O7

Molecular Weight: 648.88

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)C[C@@H](OC(=O)/C=C/c5ccccc5)[C@H](O)[C@@](C)(CO)[C@@H]4[C@H](O)C[C@@]3(C)[C@]1(C)CC2

Standard InChI:  InChI=1S/C40H56O7/c1-24-17-18-40(35(45)46-7)20-19-38(5)27(32(40)25(24)2)14-15-30-36(3)22-29(47-31(43)16-13-26-11-9-8-10-12-26)34(44)37(4,23-41)33(36)28(42)21-39(30,38)6/h8-14,16,24-25,28-30,32-34,41-42,44H,15,17-23H2,1-7H3/b16-13+/t24-,25+,28-,29-,30-,32+,33-,34+,36-,37+,38-,39-,40+/m1/s1

Standard InChI Key:  QYIGUWAZQFTBMO-KWCQNJLWSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4476011

   ---

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: 648.88

Molecular Weight (Monoisotopic): 648.4026

AlogP: 6.36

#Rotatable Bonds: 5

Polar Surface Area: 113.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.61

CX Basic pKa: ┄

CX LogP: 6.10

CX LogD: 6.10

Aromatic Rings: 1

Heavy Atoms: 47

QED Weighted: 0.19

Np Likeness Score: 2.78

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