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

ID: ALA4063826

PubChem CID: 137636696

Max Phase: Preclinical

Molecular Formula: C17H28N2

Molecular Weight: 260.43

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H28N2/c1-3-4-11-18-12-8-13-19(16(2)14-18)15-17-9-6-5-7-10-17/h5-7,9-10,16H,3-4,8,11-15H2,1-2H3/t16-/m1/s1

Standard InChI Key:  GUTQUDZTMHWKRE-MRXNPFEDSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   34.5020   -1.9176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2436   -1.5745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9821   -1.9372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3069   -2.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1588   -2.7379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8151   -3.3673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6374   -3.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9885   -4.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4546   -4.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6248   -1.4325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9096   -4.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5450   -5.5119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9992   -6.1903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8155   -6.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1754   -5.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7191   -4.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3833   -1.7367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0260   -1.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7844   -1.5363    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
M  END

Alternative Forms

1. Parent:

   

   ALA4063826

   ---

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: 260.43

Molecular Weight (Monoisotopic): 260.2252

AlogP: 3.38

#Rotatable Bonds: 5

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: 9.82

CX LogP: 3.56

CX LogD: 1.17

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.80

Np Likeness Score: -1.20

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