7-[2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-5,6,7,8-tetrahydro-naphthalene-2-carboxylic acid ethyl ester hydrochloride

ID: ALA541542

PubChem CID: 45264302

Max Phase: Preclinical

Molecular Formula: C21H25Cl2NO3

Molecular Weight: 373.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ccc2c(c1)CC(NCC(O)c1cccc(Cl)c1)CC2.Cl

Standard InChI:  InChI=1S/C21H24ClNO3.ClH/c1-2-26-21(25)16-7-6-14-8-9-19(12-17(14)10-16)23-13-20(24)15-4-3-5-18(22)11-15;/h3-7,10-11,19-20,23-24H,2,8-9,12-13H2,1H3;1H

Standard InChI Key:  NNBDAERRXFAUII-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
   14.1932    0.7412    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122    1.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7928    0.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9141    2.6966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0945    1.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8942    1.4964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1929    0.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4942    1.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3910    0.7305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2109    0.7445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4323    1.3269    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.4963    2.6919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7877   -0.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0842   -1.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3858   -0.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5121    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5506    0.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  2  5  1  0
  4  5  2  0
  2  6  2  0
  2  8  1  0
  3  9  2  0
  7 10  2  0
  4 12  1  0
  6 13  1  0
 12 13  2  0
 11 14  1  0
  7 15  1  0
 14 15  1  0
  6 16  1  0
  8 17  1  0
 11 17  1  0
 10 18  1  0
  3 19  1  0
 16 20  1  0
 17 20  1  0
 18 21  1  0
 15 22  1  0
  7 23  1  0
 23 24  2  0
 18 25  2  0
 24 25  1  0
 19 26  1  0
 26 27  1  0
M  END

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: 373.88

Molecular Weight (Monoisotopic): 373.1445

AlogP: 3.70

#Rotatable Bonds: 6

Polar Surface Area: 58.56

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.61

CX LogP: 4.42

CX LogD: 2.25

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.76

Np Likeness Score: -0.67

References

1. Badone D, Guzzi U.  (1994)  Synthesis of the potent and selective atypical -adrenergic agonist SR 59062A.,  4  (16): [10.1016/S0960-894X(01)80535-7]

Source

Source(1):

• Scientific Literature