N-(((6S,7R)-7-(4-Chloro-3-fluorophenyl)-1,4-oxazepan-6-yl)methyl)-2-methoxypropanamide hydrochloride

ID: ALA4762043

PubChem CID: 66976043

Max Phase: Preclinical

Molecular Formula: C16H23Cl2FN2O3

Molecular Weight: 344.81

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H22ClFN2O3.ClH/c1-10(22-2)16(21)20-9-12-8-19-5-6-23-15(12)11-3-4-13(17)14(18)7-11;/h3-4,7,10,12,15,19H,5-6,8-9H2,1-2H3,(H,20,21);1H/t10?,12-,15-;/m0./s1

Standard InChI Key:  SNYNZFHYYCINCD-WJIDIBMQSA-N

Molfile:  

     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
   44.0994  -12.5660    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   41.8269   -9.3699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.6319   -9.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2684   -9.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4537  -10.1106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2594  -10.5502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.8042  -10.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6084  -11.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6276  -10.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2293   -9.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4041   -9.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9775  -10.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3861  -10.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2100  -10.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2791  -11.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5687  -12.2667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.0473  -12.9022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2363  -12.7683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.1556  -10.0572    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   39.0058   -8.6445    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.3368  -13.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8155  -14.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1479  -13.8052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.4374  -14.5745    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  2  0
 12 19  1  0
 11 20  1  0
 17 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  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: 344.81

Molecular Weight (Monoisotopic): 344.1303

AlogP: 1.91

#Rotatable Bonds: 5

Polar Surface Area: 59.59

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.28

CX LogP: 1.59

CX LogD: -0.27

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.86

Np Likeness Score: -0.89

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