(-)-(2S)-1-Benzyl-4-(cyclohexylmethyl)-2-isopropyl-1,4-diazepane

ID: ALA4099831

PubChem CID: 137660937

Max Phase: Preclinical

Molecular Formula: C22H36N2

Molecular Weight: 328.54

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H36N2/c1-19(2)22-18-23(16-20-10-5-3-6-11-20)14-9-15-24(22)17-21-12-7-4-8-13-21/h4,7-8,12-13,19-20,22H,3,5-6,9-11,14-18H2,1-2H3/t22-/m1/s1

Standard InChI Key:  AGMLFCMKGBGLQJ-JOCHJYFZSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   28.9343   -9.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6760   -9.2181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4145   -9.5808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7393  -10.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5912  -10.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2475  -11.0110    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0697  -11.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4209  -11.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8870  -11.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0572   -9.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8156   -9.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9259  -10.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6803  -10.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3258   -9.9905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2119   -9.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4524   -8.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0693  -11.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6679  -11.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8510  -11.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4356  -11.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8432  -12.4365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6589  -12.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9552  -12.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2353  -11.8282    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
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  9 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
  8 23  1  0
  8 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4099831

   ---

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: 328.54

Molecular Weight (Monoisotopic): 328.2878

AlogP: 4.80

#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: 10.59

CX LogP: 5.24

CX LogD: 2.21

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -0.66

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