N-(((6S,7R)-7-(3,4-Dichlorophenyl)-1,4-oxazepan-6-yl)methyl)benzamide hydrochloride

ID: ALA4761826

PubChem CID: 66976494

Max Phase: Preclinical

Molecular Formula: C19H21Cl2FN2O2

Molecular Weight: 362.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.O=C(NC[C@@H]1CNCCO[C@H]1c1ccc(Cl)c(F)c1)c1ccccc1

Standard InChI:  InChI=1S/C19H20ClFN2O2.ClH/c20-16-7-6-14(10-17(16)21)18-15(11-22-8-9-25-18)12-23-19(24)13-4-2-1-3-5-13;/h1-7,10,15,18,22H,8-9,11-12H2,(H,23,24);1H/t15-,18-;/m0./s1

Standard InChI Key:  CPLZGTDREMPQNS-NKGQWRHHSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   43.7775   -4.4203    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   41.5842   -1.2096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.3845   -1.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0173   -1.5631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2132   -1.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0084   -2.3831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.5616   -2.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3612   -2.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3919   -1.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9959   -1.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1755   -1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7513   -1.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1576   -2.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9767   -2.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0396   -3.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3275   -4.0897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.8091   -4.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0970   -5.4862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0028   -4.5884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.9342   -1.8930    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   38.7795   -0.4884    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.5749   -6.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8622   -6.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6692   -7.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1883   -6.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8982   -5.6142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  4  6  1  0
  5  7  1  0
  6  8  1  0
  7  8  1  0
  5  9  1  6
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  7 15  1  1
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 12 20  1  0
 11 21  1  0
 18 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 18  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 362.83

Molecular Weight (Monoisotopic): 362.1197

AlogP: 3.19

#Rotatable Bonds: 4

Polar Surface Area: 50.36

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.28

CX LogP: 3.05

CX LogD: 1.19

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.88

Np Likeness Score: -0.78

References

1. Yukawa T,Fujimori I,Kamei T,Nakada Y,Sakauchi N,Yamada M,Ohba Y,Ueno H,Takiguchi M,Kuno M,Kamo I,Nakagawa H,Fujioka Y,Igari T,Ishichi Y,Tsukamoto T.  (2016)  Design, synthesis, and biological evaluation of a novel series of peripheral-selective noradrenaline reuptake inhibitors-Part 2.,  24  (14.0): [PMID:27255177] [10.1016/j.bmc.2016.05.038]

Source

Source(1):

• Scientific Literature