(2R,3S)-5-(2-hydroxy-3-(4-(2-methoxyphenyl)piperazin-1-yl)propoxy)-1,2,3,4-tetrahydronaphthalene-2,3-diol

ID: ALA3246801

PubChem CID: 90672706

Max Phase: Preclinical

Molecular Formula: C24H32N2O5

Molecular Weight: 428.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1N1CCN(CC(O)COc2cccc3c2C[C@H](O)[C@H](O)C3)CC1

Standard InChI:  InChI=1S/C24H32N2O5/c1-30-24-7-3-2-6-20(24)26-11-9-25(10-12-26)15-18(27)16-31-23-8-4-5-17-13-21(28)22(29)14-19(17)23/h2-8,18,21-22,27-29H,9-16H2,1H3/t18?,21-,22+/m1/s1

Standard InChI Key:  NOSMPFYHVFUEAM-YPFKAFGZSA-N

Molfile:  

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    5.6366  -13.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6306  -12.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7692  -11.7889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7632  -10.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8993  -12.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0291  -10.9540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3246801

   (2R,3S)-5-[2-hydroxy-3-[4-(2-methoxyphenyl)piperazin-1-yl]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: 428.53

Molecular Weight (Monoisotopic): 428.2311

AlogP: 1.08

#Rotatable Bonds: 7

Polar Surface Area: 85.63

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.58

CX Basic pKa: 7.27

CX LogP: 1.78

CX LogD: 1.54

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.61

Np Likeness Score: -0.46

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