Carabryl 2,3-Dimethoxybenzoate

ID: ALA2229152

PubChem CID: 76333212

Max Phase: Preclinical

Molecular Formula: C24H30O6

Molecular Weight: 414.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@@H]2C[C@]3(C)C(CCC(C)OC(=O)c4cccc(OC)c4OC)[C@@H]3C[C@H]12

Standard InChI:  InChI=1S/C24H30O6/c1-13(29-23(26)15-7-6-8-19(27-4)21(15)28-5)9-10-17-18-11-16-14(2)22(25)30-20(16)12-24(17,18)3/h6-8,13,16-18,20H,2,9-12H2,1,3-5H3/t13?,16-,17?,18+,20-,24-/m1/s1

Standard InChI Key:  HXLYLVZWNGILLL-CANVIVFDSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   40.3873  -20.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3873  -19.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0993  -19.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1038  -20.4799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8864  -20.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3657  -20.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8791  -19.4004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.6753  -20.4835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6753  -19.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9608  -20.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1358  -20.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7233  -19.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8983  -19.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4858  -18.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4858  -20.0710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2585  -18.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1457  -21.5128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1907  -20.0577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6608  -20.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2482  -20.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2482  -19.3565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4241  -20.7804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0117  -21.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4242  -22.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2535  -22.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6623  -21.4927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0140  -20.0646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.1889  -20.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1867  -21.4937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7745  -20.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  2  1  0
  8  1  1  1
  4  1  1  1
  3  2  1  1
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  3  1  0
  9  8  1  0
 10  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  9 16  1  6
  5 17  2  0
  6 18  2  0
 15 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 20  1  0
 22 27  1  0
 27 28  1  0
 23 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2229152

   CARABRYL 2,3-DIMETHOXYBENZOATE

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: 414.50

Molecular Weight (Monoisotopic): 414.2042

AlogP: 4.17

#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: 4.42

CX LogD: 4.42

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.49

Np Likeness Score: 1.86

References

1. Feng JT, Wang H, Ren SX, He J, Liu Y, Zhang X..  (2012)  Synthesis and antifungal activities of carabrol ester derivatives.,  60  (15): [PMID:22443262] [10.1021/jf205123d]

Source

Source(1):

• Scientific Literature