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

ID: ALA4086541

PubChem CID: 132609385

Max Phase: Preclinical

Molecular Formula: C21H28N2O

Molecular Weight: 324.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CN2CCCN(Cc3ccccc3)[C@@H](C)C2)cc1

Standard InChI:  InChI=1S/C21H28N2O/c1-18-15-22(16-20-9-11-21(24-2)12-10-20)13-6-14-23(18)17-19-7-4-3-5-8-19/h3-5,7-12,18H,6,13-17H2,1-2H3/t18-/m0/s1

Standard InChI Key:  DQXPNGAYKBRAHC-SFHVURJKSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    1.2572   -1.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9988   -1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7373   -1.5121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0621   -2.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9140   -2.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5703   -2.9422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3925   -2.9481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7437   -3.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2098   -3.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3800   -1.0074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1385   -1.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6647   -4.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2523   -2.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0099   -2.4229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6536   -1.9180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5346   -1.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7770   -0.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4124   -2.2212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5292   -3.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3002   -5.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7544   -5.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5706   -5.7110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9306   -4.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4742   -4.2973    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
 10 11  1  0
  9 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 11  1  0
 15 18  1  0
 18 19  1  0
 12 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4086541

   ---

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: 324.47

Molecular Weight (Monoisotopic): 324.2202

AlogP: 3.79

#Rotatable Bonds: 5

Polar Surface Area: 15.71

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.10

CX LogP: 3.81

CX LogD: 2.10

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.83

Np Likeness Score: -0.99

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