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

ID: ALA4062642

PubChem CID: 137637818

Max Phase: Preclinical

Molecular Formula: C20H32N2

Molecular Weight: 300.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1CN(CC2CCCCC2)CCCN1Cc1ccccc1

Standard InChI:  InChI=1S/C20H32N2/c1-18-15-21(16-19-9-4-2-5-10-19)13-8-14-22(18)17-20-11-6-3-7-12-20/h3,6-7,11-12,18-19H,2,4-5,8-10,13-17H2,1H3/t18-/m0/s1

Standard InChI Key:  SLWYXIANPITBJA-SFHVURJKSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   40.7547   -2.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4964   -1.9790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2349   -2.3417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.5597   -3.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4115   -3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0678   -3.7718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.8901   -3.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2412   -4.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7074   -4.5052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8776   -1.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1623   -5.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7977   -5.9163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2519   -6.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0682   -6.5406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4282   -5.8022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9718   -5.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6360   -2.1412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7462   -2.9483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5007   -3.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1462   -2.7514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0323   -1.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2728   -1.6326    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
  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
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4062642

   ---

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: 300.49

Molecular Weight (Monoisotopic): 300.2565

AlogP: 4.16

#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: 10.20

CX LogP: 4.35

CX LogD: 1.63

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.82

Np Likeness Score: -1.07

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