Methyl 1-cyano-2,3-seco-2-nor-3-formyl-6,23-epoxyursa-5,12-dien-28-oate

ID: ALA4474420

PubChem CID: 155536838

Max Phase: Preclinical

Molecular Formula: C31H43NO4

Molecular Weight: 493.69

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@@](C)(CC#N)C4=C(C[C@@]3(C)[C@]1(C)CC2)OC[C@]4(C)C=O

Standard InChI:  InChI=1S/C31H43NO4/c1-19-10-11-31(26(34)35-7)13-12-29(5)21(24(31)20(19)2)8-9-23-28(4,14-15-32)25-22(16-30(23,29)6)36-18-27(25,3)17-33/h8,17,19-20,23-24H,9-14,16,18H2,1-7H3/t19-,20+,23-,24+,27+,28-,29-,30-,31+/m1/s1

Standard InChI Key:  XGUAKUQYJFHGIC-JWOXFWEUSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4474420

   ---

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: 493.69

Molecular Weight (Monoisotopic): 493.3192

AlogP: 6.39

#Rotatable Bonds: 3

Polar Surface Area: 76.39

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.31

CX LogD: 4.31

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.26

Np Likeness Score: 2.41

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