1-(3,4-dichlorophenyl)-4,4-dimethyl-7-(2-methyloctan-2-yl)-1,4-dihydrochromeno[4,3-c]pyrazol-9-ol

ID: ALA4483721

PubChem CID: 135936180

Max Phase: Preclinical

Molecular Formula: C27H32Cl2N2O2

Molecular Weight: 487.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCC(C)(C)c1cc(O)c2c(c1)OC(C)(C)c1cnn(-c3ccc(Cl)c(Cl)c3)c1-2

Standard InChI:  InChI=1S/C27H32Cl2N2O2/c1-6-7-8-9-12-26(2,3)17-13-22(32)24-23(14-17)33-27(4,5)19-16-30-31(25(19)24)18-10-11-20(28)21(29)15-18/h10-11,13-16,32H,6-9,12H2,1-5H3

Standard InChI Key:  AEDDUCGDZOJJSE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   18.5106   -5.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1017   -6.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5732   -6.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9860   -5.4149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1684   -5.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6912   -5.8194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3965   -4.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3949   -5.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0991   -5.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8054   -5.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.9899   -4.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6912   -4.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5176   -3.3911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7088   -3.3109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3828   -4.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0963   -3.3742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2209   -5.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9290   -5.8199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6363   -5.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3444   -5.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0517   -5.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7598   -5.8171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0613   -2.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8624   -2.9507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4054   -2.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1485   -1.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3435   -1.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8040   -2.0119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0837   -0.6286    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.6909   -0.9531    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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  5  4  1  0
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 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 16 26  1  0
 30 32  1  0
 29 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483721

   ---

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: 487.47

Molecular Weight (Monoisotopic): 486.1841

AlogP: 8.43

#Rotatable Bonds: 7

Polar Surface Area: 47.28

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.00

CX Basic pKa: 0.91

CX LogP: 8.59

CX LogD: 8.58

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.34

Np Likeness Score: -0.27

References

1. Morales P, Gómez-Cañas M, Navarro G, Hurst DP, Carrillo-Salinas FJ, Lagartera L, Pazos R, Goya P, Reggio PH, Guaza C, Franco R, Fernández-Ruiz J, Jagerovic N..  (2016)  Chromenopyrazole, a Versatile Cannabinoid Scaffold with in Vivo Activity in a Model of Multiple Sclerosis.,  59  (14): [PMID:27309150] [10.1021/acs.jmedchem.6b00397]

Source

Source(1):

• Scientific Literature