Latifolin Diacetate

ID: ALA2229591

PubChem CID: 44207634

Max Phase: Preclinical

Molecular Formula: C21H22O6

Molecular Weight: 370.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C[C@@H](c1cc(OC(C)=O)c(OC)cc1OC)c1ccccc1OC(C)=O

Standard InChI:  InChI=1S/C21H22O6/c1-6-15(16-9-7-8-10-18(16)26-13(2)22)17-11-21(27-14(3)23)20(25-5)12-19(17)24-4/h6-12,15H,1H2,2-5H3/t15-/m1/s1

Standard InChI Key:  JOGYACZATMMYNJ-OAHLLOKOSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
   29.9623   -2.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9611   -3.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6692   -3.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3788   -3.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3760   -2.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6674   -2.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0872   -3.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0885   -4.4953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3801   -4.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3810   -5.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0899   -6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7993   -5.7141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7949   -4.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7942   -3.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7930   -2.4512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0822   -2.0367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0791   -1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2545   -2.0431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2543   -1.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2531   -3.6791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5457   -3.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8377   -3.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5463   -2.4528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5006   -4.4869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2103   -4.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9160   -4.4799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2143   -5.7092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  7 14  1  6
 14 15  2  0
  5 16  1  0
 16 17  1  0
  1 18  1  0
 18 19  1  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 13 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2229591

   LATIFOLIN DIACETATE

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: 370.40

Molecular Weight (Monoisotopic): 370.1416

AlogP: 3.87

#Rotatable Bonds: 7

Polar Surface Area: 71.06

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.39

CX LogD: 3.39

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.42

Np Likeness Score: 0.51

References

1. Sekine N, Ashitani T, Murayama T, Shibutani S, Hattori S, Takahashi K..  (2009)  Bioactivity of latifolin and its derivatives against termites and fungi.,  57  (13): [PMID:19499920] [10.1021/jf900719p]

Source

Source(1):

• Scientific Literature