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

ID: ALA4069312

PubChem CID: 137634062

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-/m1/s1

Standard InChI Key:  FXHVHGGUMYYBCU-HXUWFJFHSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   42.3189  -16.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0606  -16.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7991  -16.5765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.1239  -17.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9758  -17.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6321  -18.0066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.4543  -18.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8055  -18.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6236  -18.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0308  -19.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8481  -19.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.2581  -18.7516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8406  -18.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0246  -18.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2716  -18.7400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4539  -18.7335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0525  -18.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2356  -18.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8202  -18.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2278  -19.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0435  -19.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4418  -16.0718    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
M  END

Alternative Forms

1. Parent:

   

   ALA4069312

   ---

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