(1S,3R,6S)-6-isopropyl-3-methyl-2-methylenecyclohexyl benzoate

ID: ALA4777173

PubChem CID: 132566137

Max Phase: Preclinical

Molecular Formula: C18H24O2

Molecular Weight: 272.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1[C@H](C)CC[C@@H](C(C)C)[C@@H]1OC(=O)c1ccccc1

Standard InChI:  InChI=1S/C18H24O2/c1-12(2)16-11-10-13(3)14(4)17(16)20-18(19)15-8-6-5-7-9-15/h5-9,12-13,16-17H,4,10-11H2,1-3H3/t13-,16+,17-/m1/s1

Standard InChI Key:  NHQZDYZPOGPICW-XOKHGSTOSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   -2.2098    1.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9243    1.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9243    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2098   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4954    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4954    1.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2098    2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7809    1.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2098   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4954   -1.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9243   -1.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7809   -0.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0664    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6481   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0664    1.1491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3625    0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6481   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3625   -1.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0770   -0.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0770   -0.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  1  7  1  1
  6  8  2  0
  4  9  1  6
  9 10  1  0
  9 11  1  0
  5 12  1  1
 12 13  1  0
 13 14  1  0
 13 15  2  0
 16 14  2  0
 14 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 16 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777173

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 272.39

Molecular Weight (Monoisotopic): 272.1776

AlogP: 4.47

#Rotatable Bonds: 3

Polar Surface Area: 26.30

Molecular Species: ┄

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.25

CX LogD: 5.25

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.60

Np Likeness Score: 1.27

References

1. Journigan VB,Alarcón-Alarcón D,Feng Z,Wang Y,Liang T,Dawley DC,Amin ARMR,Montano C,Van Horn WD,Xie XQ,Ferrer-Montiel A,Fernández-Carvajal A.  (2021)  Structural and in Vitro Functional Characterization of a Menthyl TRPM8 Antagonist Indicates Species-Dependent Regulation.,  12  (5.0): [PMID:34055223] [10.1021/acsmedchemlett.1c00001]

Source

Source(1):

• Scientific Literature