3,5-dichloro-N-((3-(3,3-dimethylbutyl)-3-azabicyclo[3.1.0]hexan-6-yl)methyl)benzamide

ID: ALA4535646

Cas Number: 2007921-29-9

PubChem CID: 75094570

Max Phase: Preclinical

Molecular Formula: C19H26Cl2N2O

Molecular Weight: 369.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)CCN1CC2C(CNC(=O)c3cc(Cl)cc(Cl)c3)C2C1

Standard InChI:  InChI=1S/C19H26Cl2N2O/c1-19(2,3)4-5-23-10-16-15(17(16)11-23)9-22-18(24)12-6-13(20)8-14(21)7-12/h6-8,15-17H,4-5,9-11H2,1-3H3,(H,22,24)

Standard InChI Key:  GSJIGYLGKSBYBC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   16.8596   -1.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4021   -2.5291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9081   -3.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6451   -2.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6706   -2.8915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3652   -2.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1820   -2.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6125   -3.1303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4293   -3.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8597   -3.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5855   -2.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1502   -1.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3336   -1.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8983   -1.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9523   -2.6226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5125   -1.8944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8156   -2.3848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4709   -4.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9007   -5.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7183   -5.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1044   -4.4609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6724   -3.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5139   -5.9308    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.9211   -4.4326    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  1  2  1  0
  2  3  1  0
  3  5  1  0
  5  4  1  0
  6  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 13 16  1  0
  9 17  2  0
 10 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 10  1  0
 19 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535646

   3,5-Dichloro-N-((3-(3,3-dimethylbutyl)-3-azabicyclo[3.1.0]hexan-6-yl)methyl)benzamide

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: 369.34

Molecular Weight (Monoisotopic): 368.1422

AlogP: 4.34

#Rotatable Bonds: 5

Polar Surface Area: 32.34

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.20

CX LogP: 4.03

CX LogD: 1.31

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.84

Np Likeness Score: -0.88

References

1. Kim JH, Nam G..  (2016)  Synthesis and evaluation of 6-pyrazoylamido-3N-substituted azabicyclo[3,1,0]hexane derivatives as T-type calcium channel inhibitors for treatment of neuropathic pain.,  24  (21): [PMID:27591007] [10.1016/j.bmc.2016.06.006]

Source

Source(1):

• Scientific Literature