Dimethyl-carbamic acid (R)-2-methyl-1-[2-(4-nitro-phenoxy)-ethyl]-2,3-dihydro-1H-benzo[c]azepin-7-yl ester

ID: ALA197696

Chembl Id: CHEMBL197696

PubChem CID: 11762106

Max Phase: Preclinical

Molecular Formula: C22H25N3O5

Molecular Weight: 411.46

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H25N3O5/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/t21-/m1/s1

Standard InChI Key:  XUOUWGWIRPBWCW-OAQYLSRUSA-N

Alternative Forms

1. Parent:

   

   ALA197696

   Dimethyl-carbamic acid (R)-2-methyl-1-[2-(4-nitro-phenoxy)-ethyl]-2,3-dihydro-1H-benzo[c]azepin-7-yl ester

2. Alternative Forms:

   

   ALA197696

   [(1R)-2-methyl-1-[2-(4-nitrophenoxy)ethyl]-1,3-dihydro-2-benzazepin-7-yl] N,N-dimethylcarbamate;hydrochloride

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: 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. Morphy R, Rankovic Z..  (2005)  Designed multiple ligands. An emerging drug discovery paradigm.,  48  (21): [PMID:16220969] [10.1021/jm058225d]

2. Zhou J, Jiang X, He S, Jiang H, Feng F, Liu W, Qu W, Sun H..  (2019)  Rational Design of Multitarget-Directed Ligands: Strategies and Emerging Paradigms.,  62  (20): [PMID:31082225] [10.1021/acs.jmedchem.9b00017]

3. Zhang H, Wang Y, Wang Y, Li X, Wang S, Wang Z..  (2022)  Recent advance on carbamate-based cholinesterase inhibitors as potential multifunctional agents against Alzheimer's disease.,  240  [PMID:35858523] [10.1016/j.ejmech.2022.114606]

Source

Source(1):

• Scientific Literature