(2R,3S)-5-(3-(2-(4-allyl-2-methoxyphenoxy)ethylamino)-2-hydroxypropoxy)-1,2,3,4-tetrahydronaphthalene-2,3-diol

ID: ALA3246795

PubChem CID: 90672700

Max Phase: Preclinical

Molecular Formula: C25H33NO6

Molecular Weight: 443.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCc1ccc(OCCNCC(O)COc2cccc3c2C[C@H](O)[C@H](O)C3)c(OC)c1

Standard InChI:  InChI=1S/C25H33NO6/c1-3-5-17-8-9-24(25(12-17)30-2)31-11-10-26-15-19(27)16-32-23-7-4-6-18-13-21(28)22(29)14-20(18)23/h3-4,6-9,12,19,21-22,26-29H,1,5,10-11,13-16H2,2H3/t19?,21-,22+/m1/s1

Standard InChI Key:  GIFANPXODYBPCX-WXPBMIAQSA-N

Molfile:  

     RDKit          2D

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   23.5198   -3.8548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2304   -4.2582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2342   -5.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9440   -5.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6497   -5.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6411   -4.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9307   -3.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9209   -3.0248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6236   -2.6078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3609   -5.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0651   -5.0507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7763   -5.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3246795

   (2R,3S)-5-[2-hydroxy-3-[2-(2-methoxy-4-prop-2-enylphenoxy)ethylamino]propoxy]-1,2,3,4-tetrahydronaphthalene-2,3-diol

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: 443.54

Molecular Weight (Monoisotopic): 443.2308

AlogP: 1.65

#Rotatable Bonds: 12

Polar Surface Area: 100.41

Molecular Species: BASE

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.59

CX Basic pKa: 8.74

CX LogP: 2.40

CX LogD: 1.04

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.29

Np Likeness Score: 0.31

References

1. Condon ME, Cimarusti CM, Fox R, Narayanan VL, Reid J, Sundeen JE, Hauck FP..  (1978)  Nondepressant beta-adrenergic blocking agents. 1. Substituted 3-amino-1-(5,6,7,8-tetrahydro-1-naphthoxy)-2-propanols.,  21  (9): [PMID:31485] [10.1021/jm00207a014]

Source

Source(1):

• Scientific Literature