(+)-(2R)-1,2-Dibenzyl-4-butyl-1,4-diazepane

ID: ALA4080042

PubChem CID: 137649901

Max Phase: Preclinical

Molecular Formula: C23H32N2

Molecular Weight: 336.52

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H32N2/c1-2-3-15-24-16-10-17-25(19-22-13-8-5-9-14-22)23(20-24)18-21-11-6-4-7-12-21/h4-9,11-14,23H,2-3,10,15-20H2,1H3/t23-/m1/s1

Standard InChI Key:  ZTOFFSNTXCFYOR-HSZRJFAPSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   11.2946  -22.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0362  -22.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7747  -22.4165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0995  -23.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9514  -23.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6077  -23.8466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4300  -23.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7811  -24.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5992  -24.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0064  -25.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8238  -25.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2337  -24.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8162  -23.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0002  -23.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2472  -24.5800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4295  -24.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0282  -23.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2112  -23.8529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7959  -24.5584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2034  -25.2722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0191  -25.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4174  -21.9118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1759  -22.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8186  -21.7113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5770  -22.0156    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  1
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  6 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  3 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4080042

   ---

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: 336.52

Molecular Weight (Monoisotopic): 336.2565

AlogP: 4.61

#Rotatable Bonds: 7

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: 9.94

CX LogP: 5.22

CX LogD: 2.72

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.73

Np Likeness Score: -0.90

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