Carabryl 3-Methoxybenzoate

ID: ALA2229150

PubChem CID: 76333211

Max Phase: Preclinical

Molecular Formula: C23H28O5

Molecular Weight: 384.47

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)c4)[C@@H]3C[C@H]12

Standard InChI:  InChI=1S/C23H28O5/c1-13(27-22(25)15-6-5-7-16(10-15)26-4)8-9-18-19-11-17-14(2)21(24)28-20(17)12-23(18,19)3/h5-7,10,13,17-20H,2,8-9,11-12H2,1,3-4H3/t13?,17-,18?,19+,20-,23-/m1/s1

Standard InChI Key:  HAYDLFCUSAEJCC-SEEHDLRDSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   17.3122  -21.7043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3122  -20.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0241  -20.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0287  -21.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8113  -21.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2905  -20.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8040  -20.2129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6001  -21.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6001  -20.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8857  -20.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0606  -20.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6481  -20.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8231  -20.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4106  -19.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4106  -20.8835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1835  -19.7543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0705  -22.3252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1155  -20.8702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5856  -20.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1731  -21.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1731  -20.1690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3490  -21.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9366  -22.3066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3491  -23.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1784  -23.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5871  -22.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1116  -22.3062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6994  -21.5915    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
 23 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2229150

   CARABRYL 3-METHOXYBENZOATE

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: 384.47

Molecular Weight (Monoisotopic): 384.1937

AlogP: 4.16

#Rotatable Bonds: 6

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: 4.58

CX LogD: 4.58

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.54

Np Likeness Score: 1.87

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