Latifolin Dimethyl Ether

ID: ALA2229592

PubChem CID: 44207402

Max Phase: Preclinical

Molecular Formula: C19H22O4

Molecular Weight: 314.38

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H22O4/c1-6-13(14-9-7-8-10-16(14)20-2)15-11-18(22-4)19(23-5)12-17(15)21-3/h6-13H,1H2,2-5H3/t13-/m1/s1

Standard InChI Key:  URKKNZURNAPUAP-CYBMUJFWSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   20.7668   -1.8572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7657   -2.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4737   -3.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1834   -2.6763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1805   -1.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4719   -1.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8917   -3.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8930   -3.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1846   -4.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1856   -5.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8944   -5.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6038   -5.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5994   -4.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5988   -2.6741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5975   -1.8569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8867   -1.4424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8836   -0.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0590   -1.4488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0588   -0.6316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0576   -3.0848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3502   -2.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3051   -3.8926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0148   -4.2977    0.0000 C   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
 13 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2229592

   LATIFOLIN DIMETHYL ETHER

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: 314.38

Molecular Weight (Monoisotopic): 314.1518

AlogP: 4.04

#Rotatable Bonds: 7

Polar Surface Area: 36.92

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.86

CX LogD: 3.86

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.72

Np Likeness Score: 0.28

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