Carabryl 3-Phenylpropanoate

ID: ALA2229156

PubChem CID: 76311476

Max Phase: Preclinical

Molecular Formula: C24H30O4

Molecular Weight: 382.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@@H]2C[C@]3(C)C(CCC(C)OC(=O)CCc4ccccc4)[C@@H]3C[C@H]12

Standard InChI:  InChI=1S/C24H30O4/c1-15(27-22(25)12-10-17-7-5-4-6-8-17)9-11-19-20-13-18-16(2)23(26)28-21(18)14-24(19,20)3/h4-8,15,18-21H,2,9-14H2,1,3H3/t15?,18-,19?,20+,21-,24-/m1/s1

Standard InChI Key:  IADOWUOJXWNJJH-XHMZRGASSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    7.3246  -30.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3246  -28.4210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0366  -28.8376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0411  -29.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8238  -29.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3030  -29.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8164  -28.5796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6125  -29.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6125  -28.8376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8981  -29.2501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0730  -29.2501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6605  -28.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8355  -28.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4230  -27.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4230  -29.2501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1959  -28.1210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0829  -30.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1279  -29.2369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5980  -29.2501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1855  -29.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1855  -28.5357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3614  -29.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9490  -30.6733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1260  -30.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2886  -31.3882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1255  -32.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9540  -32.1008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3626  -31.3875    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  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2229156

   CARABRYL 3-PHENYLPROPANOATE

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: 382.50

Molecular Weight (Monoisotopic): 382.2144

AlogP: 4.48

#Rotatable Bonds: 7

Polar Surface Area: 52.60

Molecular Species: ┄

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.96

CX LogD: 4.96

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.52

Np Likeness Score: 2.11

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