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

ID: ALA4084334

PubChem CID: 137646554

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-/m1/s1

Standard InChI Key:  SLWYXIANPITBJA-GOSISDBHSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    1.5254   -7.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2671   -7.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0056   -7.4429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3303   -8.2240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1822   -8.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8385   -8.8731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6608   -8.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0119   -9.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4781   -9.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6483   -6.9382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9330  -10.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5684  -11.0176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0226  -11.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8389  -11.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1989  -10.9035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7425  -10.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4067   -7.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5169   -8.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2713   -8.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9169   -7.8526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8030   -7.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0435   -6.7339    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
 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:

   

   ALA4084334

   ---

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