(-)-(2R)-1-Benzyl-2-methyl-4-(4-phenylbutyl)-1,4-diazepane

ID: ALA4073697

PubChem CID: 137641001

Max Phase: Preclinical

Molecular Formula: C23H32N2

Molecular Weight: 336.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1CN(CCCCc2ccccc2)CCCN1Cc1ccccc1

Standard InChI:  InChI=1S/C23H32N2/c1-21-19-24(16-9-8-13-22-11-4-2-5-12-22)17-10-18-25(21)20-23-14-6-3-7-15-23/h2-7,11-12,14-15,21H,8-10,13,16-20H2,1H3/t21-/m1/s1

Standard InChI Key:  ZRAMBHMSKOXJSM-OAQYLSRUSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   21.9469   -3.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6886   -2.7590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4271   -3.1217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7519   -3.9028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6038   -3.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2601   -4.5519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0823   -4.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4335   -5.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8996   -5.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0698   -2.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3545   -5.9641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9899   -6.6964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4442   -7.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2604   -7.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6204   -6.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1640   -5.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8283   -2.9213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4710   -2.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2294   -2.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8721   -2.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6270   -2.5215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2694   -2.0176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1539   -1.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3906   -0.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7515   -1.4102    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
  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
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4073697

   ---

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: 9.74

CX LogP: 5.14

CX LogD: 2.83

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.68

Np Likeness Score: -0.86

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