Methyl 2-hydroxy-3-oxo-6,23-epoxyursa-1,5,12-trien-28-oate

ID: ALA4475156

PubChem CID: 155537434

Max Phase: Preclinical

Molecular Formula: C31H42O5

Molecular Weight: 494.67

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(O)C(=O)[C@@]5(C)COC(=C54)C[C@@]3(C)[C@]1(C)CC2

Standard InChI:  InChI=1S/C31H42O5/c1-17-10-11-31(26(34)35-7)13-12-29(5)19(23(31)18(17)2)8-9-22-27(3)14-20(32)25(33)28(4)16-36-21(24(27)28)15-30(22,29)6/h8,14,17-18,22-23,32H,9-13,15-16H2,1-7H3/t17-,18+,22-,23+,27-,28+,29-,30-,31+/m1/s1

Standard InChI Key:  ZFTRKPSBQWYTSA-OKNBHYAUSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4475156

   ---

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: 494.67

Molecular Weight (Monoisotopic): 494.3032

AlogP: 6.31

#Rotatable Bonds: 1

Polar Surface Area: 72.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.06

CX Basic pKa: ┄

CX LogP: 4.89

CX LogD: 4.88

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.34

Np Likeness Score: 2.59

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