(-)-(2S)-1,2-Dibenzyl-4-(3-phenylpropyl)-1,4-diazepane

ID: ALA4101921

PubChem CID: 137661522

Max Phase: Preclinical

Molecular Formula: C28H34N2

Molecular Weight: 398.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc(CCCN2CCCN(Cc3ccccc3)[C@@H](Cc3ccccc3)C2)cc1

Standard InChI:  InChI=1S/C28H34N2/c1-4-12-25(13-5-1)18-10-19-29-20-11-21-30(23-27-16-8-3-9-17-27)28(24-29)22-26-14-6-2-7-15-26/h1-9,12-17,28H,10-11,18-24H2/t28-/m0/s1

Standard InChI Key:  OEDKVALKSDLTND-NDEPHWFRSA-N

Molfile:  

     RDKit          2D

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   18.1321   -9.6763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8706  -10.0390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1954  -10.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0473  -10.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7036  -11.4691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5259  -11.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8770  -12.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6951  -12.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.3432  -12.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5254  -12.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.5133   -9.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2718   -9.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9145   -9.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6729   -9.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7851  -10.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5427  -10.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1864  -10.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0675   -9.4342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3098   -9.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7  8  1  6
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  6 15  1  0
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  3 22  1  0
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 24 25  1  0
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 30 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4101921

   ---

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: 398.59

Molecular Weight (Monoisotopic): 398.2722

AlogP: 5.44

#Rotatable Bonds: 8

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: 10.00

CX LogP: 6.35

CX LogD: 3.80

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.50

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