nimbinolide

ID: ALA2288877

PubChem CID: 76309327

Max Phase: Preclinical

Molecular Formula: C30H36O11

Molecular Weight: 572.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C[C@H]1[C@]2(C)C3=C(C)[C@H](C4=CC(O)OC4=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/C30H36O11/c1-13-15(16-11-21(34)41-26(16)35)10-17-22(13)30(5)18(12-20(33)37-6)29(4)19(32)8-9-28(3,27(36)38-7)24(29)23(25(30)40-17)39-14(2)31/h8-9,11,15,17-18,21,23-25,34H,10,12H2,1-7H3/t15-,17-,18-,21?,23-,24+,25-,28-,29+,30-/m1/s1

Standard InChI Key:  WTTCJLFMXWGQPJ-BLGKSQOBSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2288877

   NIMBINOLIDE

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: 572.61

Molecular Weight (Monoisotopic): 572.2258

AlogP: 1.96

#Rotatable Bonds: 5

Polar Surface Area: 151.73

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.82

CX Basic pKa: ┄

CX LogP: 2.01

CX LogD: 2.01

Aromatic Rings: ┄

Heavy Atoms: 41

QED Weighted: 0.29

Np Likeness Score: 3.00

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