desacetylnimbin MW

ID: ALA2288880

PubChem CID: 11733993

Max Phase: Preclinical

Molecular Formula: C28H34O9

Molecular Weight: 514.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C[C@H]1[C@]2(C)C3=C(C)[C@H](C4=CCOC4=O)C[C@H]3O[C@@H]2[C@H](O)[C@@H]2[C@]1(C)C(=O)C=C[C@@]2(C)C(=O)OC

Standard InChI:  InChI=1S/C28H34O9/c1-13-15(14-8-10-36-24(14)32)11-16-20(13)28(4)17(12-19(30)34-5)27(3)18(29)7-9-26(2,25(33)35-6)22(27)21(31)23(28)37-16/h7-9,15-17,21-23,31H,10-12H2,1-6H3/t15-,16-,17-,21-,22+,23-,26-,27+,28-/m1/s1

Standard InChI Key:  GIAFAFYWTVKNOC-HLWYWVJFSA-N

Molfile:  

     RDKit          2D

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  2  1  1  0
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  4  1  1  0
  5  2  2  0
  6  3  1  1
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  7 19  1  1
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 23 17  2  0
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  3 29  1  1
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  6  8  1  0
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  8 36  1  6
 22 37  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288880

   DESACETYLNIMBIN MW

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 514.57

Molecular Weight (Monoisotopic): 514.2203

AlogP: 2.07

#Rotatable Bonds: 4

Polar Surface Area: 125.43

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.21

CX Basic pKa: ┄

CX LogP: 1.93

CX LogD: 1.93

Aromatic Rings: ┄

Heavy Atoms: 37

QED Weighted: 0.34

Np Likeness Score: 3.09

References

1. Suresh G, Gopalakrishnan G, Wesley SD, Pradeep Singh ND, Malathi R, Rajan SS..  (2002)  Insect antifeedant activity of tetranortriterpenoids from the Rutales. A perusal of structural relations.,  50  (16): [PMID:12137465] [10.1021/jf025534t]

Source

Source(1):

• Scientific Literature