7-(2-methoxy-6-(pyrazin-2-ylmethoxy)phenyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine

ID: ALA4277109

PubChem CID: 70664916

Max Phase: Preclinical

Molecular Formula: C22H23N3O2

Molecular Weight: 361.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(OCc2cnccn2)c1-c1ccc2c(c1)CCNCC2

Standard InChI:  InChI=1S/C22H23N3O2/c1-26-20-3-2-4-21(27-15-19-14-24-11-12-25-19)22(20)18-6-5-16-7-9-23-10-8-17(16)13-18/h2-6,11-14,23H,7-10,15H2,1H3

Standard InChI Key:  QHZAYRPEVPAPOV-UHFFFAOYSA-N

Molfile:  

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   27.2454  -15.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9534  -15.7687    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6631  -15.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6603  -14.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9517  -14.1313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3715  -15.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0785  -15.3570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7869  -15.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.9377  -13.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8860  -11.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1707  -12.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7005  -11.5456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9008  -15.3442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6106  -15.7492    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:

   

   ALA4277109

   7-[2-methoxy-6-(pyrazin-2-ylmethoxy)phenyl]-2,3,4,5-tetrahydro-1H-3-benzazepine

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: 361.45

Molecular Weight (Monoisotopic): 361.1790

AlogP: 3.42

#Rotatable Bonds: 5

Polar Surface Area: 56.27

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.01

CX LogP: 2.56

CX LogD: 0.05

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.75

Np Likeness Score: -0.54

References

1. Barker MD, Liddle J, Atkinson FL, Wilson DM, Dickson MC, Ramirez-Molina C, Lewis H, Davis RP, Somers DO, Neu M, Jones E, Watson R..  (2018)  Discovery of potent and selective Spleen Tyrosine Kinase inhibitors for the topical treatment of inflammatory skin disease.,  28  (21): [PMID:30249354] [10.1016/j.bmcl.2018.09.022]

Source

Source(1):

• Scientific Literature