1-(2,6-Dimethylphenoxy)-3,3-dimethylbutan-2-amine hydrochloride

ID: ALA4741603

Cas Number: 1384429-91-7

PubChem CID: 71755900

Max Phase: Preclinical

Molecular Formula: C14H24ClNO

Molecular Weight: 221.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(C)c1OCC(N)C(C)(C)C.Cl

Standard InChI:  InChI=1S/C14H23NO.ClH/c1-10-7-6-8-11(2)13(10)16-9-12(15)14(3,4)5;/h6-8,12H,9,15H2,1-5H3;1H

Standard InChI Key:  IRJJJVSXFHGISN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 16  0  0  0  0  0  0  0  0999 V2000
   19.3530   -4.7163    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.2102   -3.7163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2090   -4.5437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9238   -4.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6401   -4.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6373   -3.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9220   -3.3037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9195   -2.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3553   -4.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3502   -3.2976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0662   -3.7074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7791   -3.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4950   -3.7020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7759   -2.4673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4887   -2.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0599   -2.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7697   -1.6415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  7  8  1  0
  5  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  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: 221.34

Molecular Weight (Monoisotopic): 221.1780

AlogP: 3.06

#Rotatable Bonds: 3

Polar Surface Area: 35.25

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.34

CX LogP: 3.73

CX LogD: 1.82

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.85

Np Likeness Score: -0.30

References

1. Roselli M,Carocci A,Budriesi R,Micucci M,Toma M,Di Cesare Mannelli L,Lovece A,Catalano A,Cavalluzzi MM,Bruno C,De Palma A,Contino M,Perrone MG,Colabufo NA,Chiarini A,Franchini C,Ghelardini C,Habtemariam S,Lentini G.  (2016)  Synthesis, antiarrhythmic activity, and toxicological evaluation of mexiletine analogues.,  121  [PMID:27267000] [10.1016/j.ejmech.2016.05.046]

2. Cashman JR, Ryan D, McKeithan WL, Okolotowicz K, Gomez-Galeno J, Johnson M, Sampson KJ, Kass RS, Pezhouman A, Karagueuzian HS, Mercola M..  (2021)  Antiarrhythmic Hit to Lead Refinement in a Dish Using Patient-Derived iPSC Cardiomyocytes.,  64  (9.0): [PMID:33942619] [10.1021/acs.jmedchem.0c01545]

Source

Source(1):

• Scientific Literature