Nimbandiol

ID: ALA2270443

PubChem CID: 76319680

Max Phase: Preclinical

Molecular Formula: C25H30O7

Molecular Weight: 442.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H]1[C@]2(C)C3=C(C)[C@H](c4ccoc4)C[C@@H]3O[C@@H]2[C@H](O)[C@@H]2[C@@]1(C)C(=O)C=C[C@@]2(C)O

Standard InChI:  InChI=1S/C25H30O7/c1-12-14(13-7-9-31-11-13)10-15-17(12)25(4)20(22(28)30-5)24(3)16(26)6-8-23(2,29)19(24)18(27)21(25)32-15/h6-9,11,14-15,18-21,27,29H,10H2,1-5H3/t14-,15+,18-,19+,20-,21-,23-,24-,25+/m1/s1

Standard InChI Key:  QRZJOCOUPAQCQQ-JFDUINIKSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
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    2.8024   -3.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6159   -3.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5805   -4.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2643   -4.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7421   -4.6442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2472   -4.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0703   -3.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6657   -1.8215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0032   -2.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0355   -2.2123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1414   -2.7423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6553   -2.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3182   -1.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1165   -1.8902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7383   -5.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1518   -1.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0796   -5.4734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  7  1  0
  4  3  1  1
  5  1  1  0
  6  2  2  0
  7  1  1  0
  8  5  1  0
  5  9  1  6
 10  2  1  0
 11  6  1  0
 10 12  1  6
 13  4  1  0
 14  3  1  0
  7 15  1  1
 11 16  1  6
 17 18  2  0
 18 14  1  0
  8 19  1  6
 20 21  1  0
 21 16  2  0
 22 16  1  0
 23 15  2  0
 24 22  2  0
 25 14  2  0
  1 26  1  1
  3 27  1  6
 28  6  1  0
 13 32  1  6
 29 15  1  0
 30 13  1  0
 31 29  1  0
  4  8  1  0
 10  9  1  0
 12 11  1  0
 13 17  1  0
 20 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2270443

   NIMBANDIOL

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: 442.51

Molecular Weight (Monoisotopic): 442.1992

AlogP: 2.53

#Rotatable Bonds: 2

Polar Surface Area: 106.20

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.66

CX Basic pKa: ┄

CX LogP: 1.60

CX LogD: 1.60

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.54

Np Likeness Score: 3.00

References

1. Ishida M, Serit M, Nakata K, Raj Juneja L, Kim M, Takahashi S.  (1992)  Several Antifeedants from Neem Oil,Azadirachta indicaA. Juss., againstReticulitermes speratusKolbe (Isoptera: Rhinotermitidae),  56  (11): [10.1271/bbb.56.1835]

Source

Source(1):

• Scientific Literature