(-)-(2R)-1,2-Dibenzyl-4-(3-methylbut-2-enyl)-1,4-diazepane

ID: ALA4098070

PubChem CID: 137659705

Max Phase: Preclinical

Molecular Formula: C24H32N2

Molecular Weight: 348.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCN1CCCN(Cc2ccccc2)[C@H](Cc2ccccc2)C1

Standard InChI:  InChI=1S/C24H32N2/c1-21(2)14-17-25-15-9-16-26(19-23-12-7-4-8-13-23)24(20-25)18-22-10-5-3-6-11-22/h3-8,10-14,24H,9,15-20H2,1-2H3/t24-/m1/s1

Standard InChI Key:  OMJCIACYOFRTCJ-XMMPIXPASA-N

Molfile:  

     RDKit          2D

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   19.2725  -22.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0141  -22.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7527  -22.7880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0774  -23.5690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9293  -23.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5856  -24.2181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4079  -24.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7590  -24.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5772  -24.9656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9843  -25.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8017  -25.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2117  -24.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7941  -24.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9781  -24.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2252  -24.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4074  -24.9450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0061  -24.2312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1891  -24.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7738  -24.9298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1814  -25.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9970  -25.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3954  -22.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1538  -22.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7965  -22.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5550  -22.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6808  -21.2738    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
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  6 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  3 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4098070

   ---

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: 348.53

Molecular Weight (Monoisotopic): 348.2565

AlogP: 4.77

#Rotatable Bonds: 6

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: 9.71

CX LogP: 5.26

CX LogD: 2.97

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.69

Np Likeness Score: -0.43

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