(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 3,4-dihydroisoquinoline-2(1H)-carboxylate

ID: ALA4780483

PubChem CID: 59992233

Max Phase: Preclinical

Molecular Formula: C20H29NO2

Molecular Weight: 315.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H]1CC[C@@H](C)C[C@H]1OC(=O)N1CCc2ccccc2C1

Standard InChI:  InChI=1S/C20H29NO2/c1-14(2)18-9-8-15(3)12-19(18)23-20(22)21-11-10-16-6-4-5-7-17(16)13-21/h4-7,14-15,18-19H,8-13H2,1-3H3/t15-,18+,19-/m1/s1

Standard InChI Key:  ULIGKRZFCISWOV-AYOQOUSVSA-N

Molfile:  

 
     RDKit          2D

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   -3.4841    0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4841    0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7696   -1.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7696    2.0920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3407   -0.3830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0552   -1.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4841   -1.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6262    0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882   -0.3830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6262    0.8545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8027    0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882   -1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8027   -1.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5172   -1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5172   -0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2316    0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2316   -1.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9461   -1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9461   -0.3830    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
  4  7  1  6
  1  8  1  1
  5  9  1  1
  7 10  1  0
  7 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  2  0
 15 13  1  0
 13 16  1  0
 16 17  1  0
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 15 19  1  0
 20 19  2  0
 19 18  1  0
 18 21  2  0
 21 22  1  0
 22 23  2  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780483

   [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 3,4-dihydro-1H-isoquinoline-2-carboxylate

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: 315.46

Molecular Weight (Monoisotopic): 315.2198

AlogP: 4.64

#Rotatable Bonds: 2

Polar Surface Area: 29.54

Molecular Species: ┄

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.98

CX LogD: 4.98

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: -0.01

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