6-oxonimonol

ID: ALA2288865

PubChem CID: 76320269

Max Phase: Preclinical

Molecular Formula: C28H34O5

Molecular Weight: 450.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@@H]1C(=O)[C@H]2C(C)(C)C(=O)C=C[C@]2(C)[C@H]2CC[C@]3(C)C(=CC[C@H]3c3ccoc3)[C@]12C

Standard InChI:  InChI=1S/C28H34O5/c1-16(29)33-24-22(31)23-25(2,3)21(30)10-13-27(23,5)20-9-12-26(4)18(17-11-14-32-15-17)7-8-19(26)28(20,24)6/h8,10-11,13-15,18,20,23-24H,7,9,12H2,1-6H3/t18-,20+,23-,24+,26-,27+,28-/m0/s1

Standard InChI Key:  CWTBRBJBGGMSRP-QKAMTWKMSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
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    3.7712  -10.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4860  -10.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4855   -9.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1944   -9.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6335  -10.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9272   -9.1266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6335   -9.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6438   -7.9147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9272   -8.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3528   -9.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1928   -9.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6470   -8.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1310   -8.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3493   -7.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1237   -6.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0825   -6.0950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2869   -5.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8347   -6.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0570  -10.7906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0735  -11.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8985  -11.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1944   -8.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6335   -8.7447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9206  -11.6302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3670  -10.8080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4160   -7.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3734  -11.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0879  -12.0656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6590  -12.0656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  2  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  1  0
  5  9  1  0
  6  7  1  1
  7  8  1  0
  8 10  1  0
  9 10  1  0
  9 12  1  1
 10 14  1  0
 13 11  1  0
 11 12  1  0
 13 14  1  0
 13 17  1  0
 15 16  1  0
 16 17  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 18  1  0
 17 18  1  6
  2 23  2  0
  3 24  1  0
  3 25  1  0
  5 26  1  1
 10 27  1  1
  7 28  2  0
  8 29  1  6
 13 30  1  6
 14 15  2  0
 29 31  1  0
 31 32  1  0
 31 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288865

   6-OXONIMONOL

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: 450.58

Molecular Weight (Monoisotopic): 450.2406

AlogP: 5.42

#Rotatable Bonds: 2

Polar Surface Area: 73.58

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: 5.00

CX LogD: 5.00

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.44

Np Likeness Score: 3.06

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