Dimethyl-carbamic acid 4-[(S)-1-methylamino-3-(4-nitro-phenoxy)-propyl]-phenyl ester

ID: ALA194372

Chembl Id: CHEMBL194372

PubChem CID: 6918635

Max Phase: Preclinical

Molecular Formula: C19H23N3O5

Molecular Weight: 373.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN[C@@H](CCOc1ccc([N+](=O)[O-])cc1)c1ccc(OC(=O)N(C)C)cc1

Standard InChI:  InChI=1S/C19H23N3O5/c1-20-18(12-13-26-16-10-6-15(7-11-16)22(24)25)14-4-8-17(9-5-14)27-19(23)21(2)3/h4-11,18,20H,12-13H2,1-3H3/t18-/m0/s1

Standard InChI Key:  BGGBDKDNDXWHQP-SFHVURJKSA-N

Alternative Forms

1. Parent:

   

   ALA194372

   (S)-4-(1-(methylamino)-3-(4-nitrophenoxy)propyl)phenyl dimethylcarbamate

2. Alternative Forms:

   

   ALA194372

   [4-[(1S)-1-(methylamino)-3-(4-nitrophenoxy)propyl]phenyl] 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: 373.41

Molecular Weight (Monoisotopic): 373.1638

AlogP: 3.38

#Rotatable Bonds: 8

Polar Surface Area: 93.94

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.07

CX LogP: 2.96

CX LogD: 1.29

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.56

Np Likeness Score: -0.82

References

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

2. Cavalli A, Bolognesi ML, Minarini A, Rosini M, Tumiatti V, Recanatini M, Melchiorre C..  (2008)  Multi-target-directed ligands to combat neurodegenerative diseases.,  51  (3): [PMID:18181565] [10.1021/jm7009364]

3. 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]

4. 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