Carabryl 2-Methylbenzoate

ID: ALA2229148

PubChem CID: 76322348

Max Phase: Preclinical

Molecular Formula: C23H28O4

Molecular Weight: 368.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@@H]2C[C@]3(C)C(CCC(C)OC(=O)c4ccccc4C)[C@@H]3C[C@H]12

Standard InChI:  InChI=1S/C23H28O4/c1-13-7-5-6-8-16(13)22(25)26-14(2)9-10-18-19-11-17-15(3)21(24)27-20(17)12-23(18,19)4/h5-8,14,17-20H,3,9-12H2,1-2,4H3/t14?,17-,18?,19+,20-,23-/m1/s1

Standard InChI Key:  WRINTERSPZHLQY-BCHCXDHJSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   38.9414  -17.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9414  -15.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6535  -15.8584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6579  -16.6799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4406  -16.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9199  -16.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4333  -15.6004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.2294  -16.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2294  -15.8584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5149  -16.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6899  -16.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2774  -15.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4524  -15.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0399  -14.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0399  -16.2709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8127  -15.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6998  -17.7127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7449  -16.2577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2150  -16.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8025  -16.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8025  -15.5564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9782  -16.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5658  -17.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9784  -18.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8077  -18.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2164  -17.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5681  -16.2646    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
M  END

Alternative Forms

1. Parent:

   

   ALA2229148

   CARABRYL 2-METHYLBENZOATE

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: 368.47

Molecular Weight (Monoisotopic): 368.1988

AlogP: 4.46

#Rotatable Bonds: 5

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: 5.25

CX LogD: 5.25

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.57

Np Likeness Score: 1.85

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