15-O-deacetyl-15-O-methylnimbolidin B

ID: ALA4743852

PubChem CID: 101266435

Max Phase: Preclinical

Molecular Formula: C37H50O11

Molecular Weight: 670.80

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C=C(\C)C(=O)O[C@@H]1[C@@H]2OC[C@]3(C)[C@H](OC(C)=O)C[C@H](OC(C)=O)[C@@](C)([C@@H]23)[C@@H](CC(=O)OC)[C@]1(C)C1=C(C)[C@H](c2ccoc2)C[C@@H]1OC

Standard InChI:  InChI=1S/C37H50O11/c1-11-19(2)34(41)48-33-31-32-35(6,18-45-31)27(46-21(4)38)16-28(47-22(5)39)36(32,7)26(15-29(40)43-10)37(33,8)30-20(3)24(14-25(30)42-9)23-12-13-44-17-23/h11-13,17,24-28,31-33H,14-16,18H2,1-10H3/b19-11+/t24-,25+,26-,27-,28+,31-,32+,33-,35-,36+,37-/m1/s1

Standard InChI Key:  MSOGCLLYGZKBRH-SQYBHLNFSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4743852

   [(1R,4R,5R,7S,8R,9R,10R,11S,12R)-5,7-diacetyloxy-10-[(3R,5S)-3-(furan-3-yl)-5-methoxy-2-methylcyclopenten-1-yl]-9-(2-methoxy-2-oxoethyl)-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-11-yl] (E)-2-methylbut-2-enoate

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: 670.80

Molecular Weight (Monoisotopic): 670.3353

AlogP: 5.47

#Rotatable Bonds: 9

Polar Surface Area: 136.80

Molecular Species: NEUTRAL

HBA: 11

HBD: ┄

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.88

CX LogD: 3.88

Aromatic Rings: 1

Heavy Atoms: 48

QED Weighted: 0.14

Np Likeness Score: 2.92

References

1. Song M,Zhang J,Chan G,Hou Y,Chen XP,Zhang XQ,Ye WC,Zhang QW.  (2020)  Bioactive Limonoids and Triterpenoids from the Fruits of Melia azedarach.,  83  (12): [PMID:33253570] [10.1021/acs.jnatprod.9b01151]

Source

Source(1):

• Scientific Literature