N-(((6S,7R)-7-(3,4-Dichlorophenyl)-1,4-oxazepan-6-yl)methyl)-2-methoxyacetamide hydrochloride

ID: ALA4753874

PubChem CID: 66975073

Max Phase: Preclinical

Molecular Formula: C15H21Cl3N2O3

Molecular Weight: 347.24

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H20Cl2N2O3.ClH/c1-21-9-14(20)19-8-11-7-18-4-5-22-15(11)10-2-3-12(16)13(17)6-10;/h2-3,6,11,15,18H,4-5,7-9H2,1H3,(H,19,20);1H/t11-,15-;/m0./s1

Standard InChI Key:  SUHUBWRSUIAZNT-JDOFTSHGSA-N

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
    8.6011  -11.9318    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.3789   -9.0926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1792   -8.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8120   -9.4461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0079   -9.8291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8031  -10.2661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3564  -10.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1559  -10.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1867   -9.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7907   -9.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9702   -9.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5460   -9.7882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9523  -10.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7715  -10.5178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8343  -11.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1222  -11.9727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6039  -12.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8918  -13.3692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7976  -12.4714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7289   -9.7760    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5742   -8.3714    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.6981  -13.5023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9860  -14.2671    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  1  0
 22 23  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: 347.24

Molecular Weight (Monoisotopic): 346.0851

AlogP: 2.03

#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: 1.48

CX LogD: -0.39

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.86

Np Likeness Score: -0.70

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