(R)-2-methyl-1-(2-(4-nitrophenoxy)ethyl)-2,3-dihydro-1H-benzo[c]azepin-7-yl dimethylcarbamate hydrochloride

ID: ALA4548035

PubChem CID: 68944274

Max Phase: Preclinical

Molecular Formula: C22H26ClN3O5

Molecular Weight: 411.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)Oc1ccc2c(c1)C=CCN(C)[C@@H]2CCOc1ccc([N+](=O)[O-])cc1.Cl

Standard InChI:  InChI=1S/C22H25N3O5.ClH/c1-23(2)22(26)30-19-10-11-20-16(15-19)5-4-13-24(3)21(20)12-14-29-18-8-6-17(7-9-18)25(27)28;/h4-11,15,21H,12-14H2,1-3H3;1H/t21-;/m1./s1

Standard InChI Key:  JQSMTPQQHFUSKT-ZMBIFBSDSA-N

Molfile:  

     RDKit          2D

 31 32  0  0  0  0  0  0  0  0999 V2000
   23.3686  -18.4619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3699  -19.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0782  -19.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0795  -20.5038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7879  -20.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7848  -21.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4923  -22.1343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2004  -21.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1965  -20.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4884  -20.4994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9112  -22.1309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6177  -21.7203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9136  -22.9481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3075  -17.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3063  -17.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0144  -18.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0126  -16.7191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5997  -16.7195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5995  -15.9023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8917  -15.4939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3071  -15.4936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8915  -14.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1840  -15.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7205  -17.9467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7212  -17.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3672  -16.6065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1725  -16.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1749  -18.2756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5297  -17.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6869  -18.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5587  -18.7417    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 11 12  2  0
 11 13  1  0
  8 11  1  0
 14 15  2  0
 15 16  1  0
 16 24  2  0
 25 17  2  0
 17 14  1  0
 14 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  1  0
 20 23  1  0
 24 25  1  0
 25 26  1  0
 24  1  1  0
 26 27  2  0
  1 28  1  0
 27 29  1  0
 28 29  1  0
 28 30  1  0
M  CHG  2  11   1  13  -1
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: 411.46

Molecular Weight (Monoisotopic): 411.1794

AlogP: 4.12

#Rotatable Bonds: 6

Polar Surface Area: 85.15

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.97

CX LogP: 3.70

CX LogD: 3.02

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.52

Np Likeness Score: -0.34

References

1. Mishra P, Kumar A, Panda G..  (2019)  Anti-cholinesterase hybrids as multi-target-directed ligands against Alzheimer's disease (1998-2018).,  27  (6): [PMID:30744931] [10.1016/j.bmc.2019.01.025]

Source

Source(1):

• Scientific Literature