(+)-(2R)-1,2-Dibenzyl-4-(2-phenylethyl)-1,4-diazepane

ID: ALA4075270

PubChem CID: 137649011

Max Phase: Preclinical

Molecular Formula: C27H32N2

Molecular Weight: 384.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(CCN2CCCN(Cc3ccccc3)[C@H](Cc3ccccc3)C2)cc1

Standard InChI:  InChI=1S/C27H32N2/c1-4-11-24(12-5-1)17-20-28-18-10-19-29(22-26-15-8-3-9-16-26)27(23-28)21-25-13-6-2-7-14-25/h1-9,11-16,27H,10,17-23H2/t27-/m1/s1

Standard InChI Key:  ZPFKAULIVVXNSX-HHHXNRCGSA-N

Molfile:  

     RDKit          2D

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   11.9575  -10.0802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2823  -10.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1342  -10.8809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7905  -11.5104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2019  -12.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6002   -9.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3587   -9.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0014   -9.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7572   -9.6831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3995   -9.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.5207   -8.0659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8816   -8.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4075270

   ---

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: 384.57

Molecular Weight (Monoisotopic): 384.2565

AlogP: 5.05

#Rotatable Bonds: 7

Polar Surface Area: 6.48

Molecular Species: BASE

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.88

CX LogP: 5.91

CX LogD: 3.46

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -0.76

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