Carabryl 2-Methoxybenzoate

ID: ALA2229149

PubChem CID: 76307895

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)c4ccccc4OC)[C@@H]3C[C@H]12

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

Standard InChI Key:  VHKPUROPLTVANG-BVGDZRRESA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    6.5913  -21.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5913  -20.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3034  -20.7338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3078  -21.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0906  -21.8049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5698  -21.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0832  -20.4758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8793  -21.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8793  -20.7338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1648  -21.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3398  -21.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9273  -20.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1022  -20.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6897  -19.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6897  -21.1464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4626  -20.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3497  -22.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3947  -21.1330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8647  -21.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4523  -21.8608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4523  -20.4319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6281  -21.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2156  -22.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6283  -23.2850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4575  -23.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8662  -22.5680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2179  -21.1400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6096  -21.1374    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
M  END

Alternative Forms

1. Parent:

   

   ALA2229149

   CARABRYL 2-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: 1.89

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