(+)-(2S)-1-Benzyl-4-butyl-2-methyl-1,4-diazepane

ID: ALA4090896

PubChem CID: 137641951

Max Phase: Preclinical

Molecular Formula: C17H28N2

Molecular Weight: 260.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN1CCCN(Cc2ccccc2)[C@@H](C)C1

Standard InChI:  InChI=1S/C17H28N2/c1-3-4-11-18-12-8-13-19(16(2)14-18)15-17-9-6-5-7-10-17/h5-7,9-10,16H,3-4,8,11-15H2,1-2H3/t16-/m0/s1

Standard InChI Key:  GUTQUDZTMHWKRE-INIZCTEOSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   28.9921   -1.7195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7338   -1.3764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4723   -1.7391    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7971   -2.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6489   -2.5398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3052   -3.1692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1275   -3.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4786   -3.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9448   -3.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1150   -1.2344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3997   -4.5815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0351   -5.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4893   -5.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3056   -5.9380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6656   -5.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2092   -4.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8734   -1.5386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5161   -1.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2746   -1.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  1  0
  3  5  1  0
  4  6  1  0
  5  7  1  0
  6  7  1  0
  7  8  1  6
  6  9  1  0
  3 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 10 17  1  0
 17 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4090896

   ---

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: 260.43

Molecular Weight (Monoisotopic): 260.2252

AlogP: 3.38

#Rotatable Bonds: 5

Polar Surface Area: 6.48

Molecular Species: BASE

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.82

CX LogP: 3.56

CX LogD: 1.17

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.80

Np Likeness Score: -1.20

References

1. Fanter L, Müller C, Schepmann D, Bracher F, Wünsch B..  (2017)  Chiral-pool synthesis of 1,2,4-trisubstituted 1,4-diazepanes as novel σ1 receptor ligands.,  25  (17): [PMID:28764962] [10.1016/j.bmc.2017.07.027]

Source

Source(1):

• Scientific Literature