nimbin MW

ID: ALA2288879

PubChem CID: 11157183

Max Phase: Preclinical

Molecular Formula: C30H36O10

Molecular Weight: 556.61

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](OC(C)=O)[C@@H]2[C@]1(C)C(=O)C=C[C@@]2(C)C(=O)OC

Standard InChI:  InChI=1S/C30H36O10/c1-14-17(16-9-11-38-26(16)34)12-18-22(14)30(5)19(13-21(33)36-6)29(4)20(32)8-10-28(3,27(35)37-7)24(29)23(25(30)40-18)39-15(2)31/h8-10,17-19,23-25H,11-13H2,1-7H3/t17-,18-,19-,23-,24+,25-,28-,29+,30-/m1/s1

Standard InChI Key:  RDRMCWCVTKDOOP-IAHBDJIOSA-N

Molfile:  

     RDKit          2D

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   24.5608  -10.6642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0666  -10.5709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5756   -9.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.4388   -6.9822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   27.4723   -7.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  7  1  0
  4  1  1  0
  5  2  2  0
  6  3  1  1
  7  1  1  0
  8  4  1  0
  4  9  1  6
 10  2  1  0
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 12  5  1  0
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 10 14  1  1
 15  3  1  0
 16 11  1  0
 12 17  1  6
 18 15  1  0
  8 19  1  6
  7 20  1  1
 21 19  1  0
 22 20  1  0
 23 24  1  0
 24 17  1  0
 25 17  2  0
 26 16  2  0
 27 25  1  0
 28 15  2  0
 29 21  2  0
 30 22  2  0
  1 31  1  1
  3 32  1  1
 33  5  1  0
 34 16  1  0
 11 35  1  1
 36 22  1  0
 37 21  1  0
 38 34  1  0
 39 36  1  0
  6  8  1  0
 10  9  1  0
 14 12  1  0
 11 13  1  0
 23 27  1  0
 24 40  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288879

   NIMBIN MW

Molecule Features

Natural Product: No

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: 556.61

Molecular Weight (Monoisotopic): 556.2308

AlogP: 2.65

#Rotatable Bonds: 5

Polar Surface Area: 131.50

Molecular Species: NEUTRAL

HBA: 10

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.33

CX Basic pKa: ┄

CX LogP: 2.37

CX LogD: 2.37

Aromatic Rings: ┄

Heavy Atoms: 40

QED Weighted: 0.28

Np Likeness Score: 3.03

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