Carabryl 2-Ethoxybenzoate

ID: ALA2229154

PubChem CID: 76333213

Max Phase: Preclinical

Molecular Formula: C24H30O5

Molecular Weight: 398.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@@H]2C[C@]3(C)C(CCC(C)OC(=O)c4ccccc4OCC)[C@@H]3C[C@H]12

Standard InChI:  InChI=1S/C24H30O5/c1-5-27-20-9-7-6-8-16(20)23(26)28-14(2)10-11-18-19-12-17-15(3)22(25)29-21(17)13-24(18,19)4/h6-9,14,17-19,21H,3,5,10-13H2,1-2,4H3/t14?,17-,18?,19+,21-,24-/m1/s1

Standard InChI Key:  QYGSTIIGVYHDNH-CBCUOUHFSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   17.0372  -25.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0372  -24.3252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7491  -24.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7537  -25.5632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5363  -25.8129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0155  -25.1456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5290  -24.4838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3251  -25.5669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3251  -24.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6107  -25.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7856  -25.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3731  -24.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5481  -24.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1356  -23.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1356  -25.1543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9085  -24.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7955  -26.5961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8405  -25.1410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3106  -25.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8981  -25.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8981  -24.4399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0740  -25.8639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6616  -26.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0741  -27.2929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9034  -27.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3121  -26.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6638  -25.1480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0786  -24.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6684  -23.7191    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
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2229154

   CARABRYL 2-ETHOXYBENZOATE

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: 398.50

Molecular Weight (Monoisotopic): 398.2093

AlogP: 4.55

#Rotatable Bonds: 7

Polar Surface Area: 61.83

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.94

CX LogD: 4.94

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: 1.62

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