1-(4b,5,6,7,8,8a-Hexahydro-biphenylen-2-yloxy)-3-isopropylamino-propan-2-ol

ID: ALA164894

PubChem CID: 44378964

Max Phase: Preclinical

Molecular Formula: C18H27NO2

Molecular Weight: 289.42

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H27NO2/c1-12(2)19-10-13(20)11-21-14-7-8-17-15-5-3-4-6-16(15)18(17)9-14/h7-9,12-13,15-16,19-20H,3-6,10-11H2,1-2H3/t13?,15-,16+/m0/s1

Standard InChI Key:  SCGHWCFSLIZTRR-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
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    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
    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
    0.9167   -1.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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   -0.6042    0.0000 C   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
    3.6042   -1.2042    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
    2.5625   -2.4167    0.0000 H   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  1  1  0
  3  1  1  0
  4  3  1  0
  5  2  2  0
  6  1  2  0
  7 12  1  0
  8  6  1  0
  9  8  1  0
 10 13  1  0
 11  8  2  0
 12 10  1  0
 13  9  1  0
 14  3  1  0
 15  4  1  0
 16 10  1  0
 17  7  1  0
 18 17  1  0
 19 17  1  0
 20 14  1  0
 21 20  1  0
  4 22  1  1
  3 23  1  1
  2  4  1  0
  5 11  1  0
 21 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA164894

   1-[[(4bS,8aR)-4b,5,6,7,8,8a-hexahydrobiphenylen-2-yl]oxy]-3-(propan-2-ylamino)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: 289.42

Molecular Weight (Monoisotopic): 289.2042

AlogP: 3.18

#Rotatable Bonds: 6

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: 9.67

CX LogP: 3.16

CX LogD: 0.93

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.84

Np Likeness Score: 0.05

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