(2R,3S)-5-(2-hydroxy-3-(2-methyl-1-phenylpropan-2-ylamino)propoxy)-1,2,3,4-tetrahydronaphthalene-2,3-diol

ID: ALA3246792

PubChem CID: 90672697

Max Phase: Preclinical

Molecular Formula: C23H31NO4

Molecular Weight: 385.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(Cc1ccccc1)NCC(O)COc1cccc2c1C[C@H](O)[C@H](O)C2

Standard InChI:  InChI=1S/C23H31NO4/c1-23(2,13-16-7-4-3-5-8-16)24-14-18(25)15-28-22-10-6-9-17-11-20(26)21(27)12-19(17)22/h3-10,18,20-21,24-27H,11-15H2,1-2H3/t18?,20-,21+/m1/s1

Standard InChI Key:  RYTCXIJCVJZNHZ-HBYOEVMUSA-N

Molfile:  

     RDKit          2D

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    4.4160  -23.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7071  -23.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2309  -21.0107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3370  -19.8850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3510  -20.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0619  -20.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7661  -20.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7606  -19.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0449  -19.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3436  -19.7729    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:

   

   ALA3246792

   (2R,3S)-5-[2-hydroxy-3-[(2-methyl-1-phenylpropan-2-yl)amino]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: 385.50

Molecular Weight (Monoisotopic): 385.2253

AlogP: 1.86

#Rotatable Bonds: 8

Polar Surface Area: 81.95

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.59

CX Basic pKa: 9.53

CX LogP: 2.52

CX LogD: 0.42

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.56

Np Likeness Score: 0.17

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