1-tert-Butylamino-3-(4b,5,6,7,8,8a-hexahydro-biphenylen-2-yloxy)-propan-2-ol

ID: ALA167293

PubChem CID: 44378903

Max Phase: Preclinical

Molecular Formula: C19H29NO2

Molecular Weight: 303.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)NCC(O)COc1ccc2c(c1)[C@@H]1CCCC[C@H]21

Standard InChI:  InChI=1S/C19H29NO2/c1-19(2,3)20-11-13(21)12-22-14-8-9-17-15-6-4-5-7-16(15)18(17)10-14/h8-10,13,15-16,20-21H,4-7,11-12H2,1-3H3/t13?,15-,16+/m0/s1

Standard InChI Key:  IZRZVFFEBLKNNX-PXWJKWRZSA-N

Molfile:  

     RDKit          2D

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    1.9542   -1.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5625   -1.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5667   -1.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4375   -2.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4375   -0.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6750   -0.9042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1958   -0.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9167   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4000   -0.9167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6375   -0.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1583   -0.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1208   -0.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0792   -0.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0875   -2.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6458   -1.5125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1958   -0.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7208   -0.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7833   -0.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125   -1.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6042   -1.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5542   -0.6125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5625   -2.4167    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  3  1  0
  5  2  2  0
  6  1  2  0
  7 13  1  0
  8  7  1  0
  9  6  1  0
 10  9  1  0
 11 14  1  0
 12  9  2  0
 13 11  1  0
 14 10  1  0
 15  3  1  0
 16  4  1  0
 17 11  1  0
 18  8  1  0
 19  8  1  0
 20  8  1  0
 21 22  1  0
 22 15  1  0
  3 23  1  1
  4 24  1  1
  2  4  1  0
  5 12  1  0
 21 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA167293

   1-[[(4bS,8aR)-4b,5,6,7,8,8a-hexahydrobiphenylen-2-yl]oxy]-3-(tert-butylamino)propan-2-ol

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: 303.45

Molecular Weight (Monoisotopic): 303.2198

AlogP: 3.57

#Rotatable Bonds: 5

Polar Surface Area: 41.49

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.76

CX LogP: 3.44

CX LogD: 1.13

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.87

Np Likeness Score: -0.03

References

1. Carre MC, Youlassani A, Caubere P, Saint-Aubin-Floch A, Blanc M, Advenier C..  (1984)  Synthesis of a novel series of (aryloxy)propanolamines: new selective beta 2-blocking agents.,  27  (6): [PMID:6145801] [10.1021/jm00372a016]

Source

Source(1):

• Scientific Literature