(S)-N-((2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methyl)-2-(2-methoxynaphthalen-1-yloxy)ethanaminium chloride

ID: ALA217469

Chembl Id: CHEMBL217469

PubChem CID: 49797188

Max Phase: Preclinical

Molecular Formula: C22H24ClNO4

Molecular Weight: 365.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2ccccc2c1OCCNC[C@H]1COc2ccccc2O1.Cl

Standard InChI:  InChI=1S/C22H23NO4.ClH/c1-24-21-11-10-16-6-2-3-7-18(16)22(21)25-13-12-23-14-17-15-26-19-8-4-5-9-20(19)27-17;/h2-11,17,23H,12-15H2,1H3;1H/t17-;/m0./s1

Standard InChI Key:  JQLOQIYDEYNBTQ-LMOVPXPDSA-N

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: 365.43

Molecular Weight (Monoisotopic): 365.1627

AlogP: 3.66

#Rotatable Bonds: 7

Polar Surface Area: 48.95

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.77

CX LogP: 3.66

CX LogD: 2.27

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.65

Np Likeness Score: -0.12

References

1. Pallavicini M, Budriesi R, Fumagalli L, Ioan P, Chiarini A, Bolchi C, Ugenti MP, Colleoni S, Gobbi M, Valoti E..  (2006)  WB4101-related compounds: new, subtype-selective alpha1-adrenoreceptor antagonists (or inverse agonists?).,  49  (24): [PMID:17125266] [10.1021/jm060358r]

2. Fumagalli L, Pallavicini M, Budriesi R, Bolchi C, Canovi M, Chiarini A, Chiodini G, Gobbi M, Laurino P, Micucci M, Straniero V, Valoti E..  (2013)  6-methoxy-7-benzofuranoxy and 6-methoxy-7-indolyloxy analogues of 2-[2-(2,6-Dimethoxyphenoxy)ethyl]aminomethyl-1,4-benzodioxane (WB4101):1 discovery of a potent and selective α1D-adrenoceptor antagonist.,  56  (16): [PMID:23902232] [10.1021/jm400867d]

Source

Source(1):

• Scientific Literature