(-)-(2S)-1,2-Dibenzyl-4-methyl-1,4-diazepane

ID: ALA4065245

PubChem CID: 137634288

Max Phase: Preclinical

Molecular Formula: C20H26N2

Molecular Weight: 294.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCCN(Cc2ccccc2)[C@@H](Cc2ccccc2)C1

Standard InChI:  InChI=1S/C20H26N2/c1-21-13-8-14-22(16-19-11-6-3-7-12-19)20(17-21)15-18-9-4-2-5-10-18/h2-7,9-12,20H,8,13-17H2,1H3/t20-/m0/s1

Standard InChI Key:  FXHVHGGUMYYBCU-FQEVSTJZSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   34.7166  -16.9242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4582  -16.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1968  -16.9438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5215  -17.7249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3734  -17.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0297  -18.3739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8520  -18.3798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2031  -19.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0212  -19.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4284  -19.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2458  -19.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6557  -19.1189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2382  -18.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4222  -18.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6693  -19.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8515  -19.1008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4502  -18.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6332  -18.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2179  -19.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6255  -19.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4411  -19.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8394  -16.4391    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
  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
M  END

Alternative Forms

1. Parent:

   

   ALA4065245

   ---

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: 294.44

Molecular Weight (Monoisotopic): 294.2096

AlogP: 3.44

#Rotatable Bonds: 4

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: 9.71

CX LogP: 3.89

CX LogD: 1.60

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.85

Np Likeness Score: -0.62

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