4-Amino-1-(4,7-dimethoxy-1,3-benzodioxol-5-yl)-4-(4-methoxyphenyl)-2-butanol

ID: ALA4523022

Chembl Id: CHEMBL4523022

PubChem CID: 51138401

Max Phase: Preclinical

Molecular Formula: C20H25NO6

Molecular Weight: 375.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C(N)CC(O)Cc2cc(OC)c3c(c2OC)OCO3)cc1

Standard InChI:  InChI=1S/C20H25NO6/c1-23-15-6-4-12(5-7-15)16(21)10-14(22)8-13-9-17(24-2)19-20(18(13)25-3)27-11-26-19/h4-7,9,14,16,22H,8,10-11,21H2,1-3H3

Standard InChI Key:  CCSGWBYZZNMKKN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4523022

   4-Amino-1-(4,7-dimethoxy-2H-1,3-benzodioxol-5-YL)-4-(4-methoxyphenyl)butan-2-OL

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: 375.42

Molecular Weight (Monoisotopic): 375.1682

AlogP: 2.43

#Rotatable Bonds: 8

Polar Surface Area: 92.40

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.17

CX LogP: 1.75

CX LogD: 0.00

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.73

Np Likeness Score: 0.63

References

1. Tsyganov DV, Krayushkin MM, Konyushkin LD, Strelenko YA, Semenova MN, Semenov VV..  (2016)  Facile Synthesis of Natural Alkoxynaphthalene Analogues from Plant Alkoxybenzenes.,  79  (4): [PMID:26910798] [10.1021/acs.jnatprod.5b01007]

2. Dechering K; Duffey M.  (2022)  Replenishing the malaria drug discovery pipeline: Screening and hit evaluation of the MMV Hit Generation Library 1 (HGL1) against asexual blood stage Plasmodium falciparum ,using a nano luciferase reporter read-out,  [10.6019/CHEMBL4888484]

Source

Source(2):

• Scientific Literature
• MMV Malaria HGL