Benzyl (2R,3R,4S)-2-isopropyl-6-methoxy-3-methyl-1,2,3,4-tetrahydroquinolin-4-ylcarbamate

ID: ALA5174263

Chembl Id: CHEMBL5174263

PubChem CID: 70789614

Max Phase: Preclinical

Molecular Formula: C22H28N2O3

Molecular Weight: 368.48

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)[C@@H](NC(=O)OCc1ccccc1)[C@H](C)[C@@H](C(C)C)N2

Standard InChI:  InChI=1S/C22H28N2O3/c1-14(2)20-15(3)21(18-12-17(26-4)10-11-19(18)23-20)24-22(25)27-13-16-8-6-5-7-9-16/h5-12,14-15,20-21,23H,13H2,1-4H3,(H,24,25)/t15-,20-,21+/m1/s1

Standard InChI Key:  FVDDMUCFJWZERA-LPTQZCDUSA-N

Alternative Forms

1. Parent:

   

   ALA5174263

   benzyl N-[(2R,3R,4S)-6-methoxy-3-methyl-2-propan-2-yl-1,2,3,4-tetrahydroquinolin-4-yl]carbamate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 368.48

Molecular Weight (Monoisotopic): 368.2100

AlogP: 4.75

#Rotatable Bonds: 5

Polar Surface Area: 59.59

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.10

CX LogP: 4.31

CX LogD: 4.31

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.80

Np Likeness Score: -0.06

References

1. Hernandez CC, Tarfa RA, Miguel I Limcaoco J, Liu R, Mondal P, Hill C, Keith Duncan R, Tzounopoulos T, Stephenson CRJ, O'Meara MJ, Wipf P..  (2022)  Development of an automated screen for Kv7.2 potassium channels and discovery of a new agonist chemotype.,  71  [PMID:35671848] [10.1016/j.bmcl.2022.128841]

Source

Source(1):

• Scientific Literature