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

ID: ALA354452

PubChem CID: 44379039

Max Phase: Preclinical

Molecular Formula: C18H27NO2

Molecular Weight: 289.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)NCC(O)COc1cccc2c1[C@@H]1CCCC[C@H]21

Standard InChI:  InChI=1S/C18H27NO2/c1-12(2)19-10-13(20)11-21-17-9-5-8-16-14-6-3-4-7-15(14)18(16)17/h5,8-9,12-15,19-20H,3-4,6-7,10-11H2,1-2H3/t13?,14-,15+/m0/s1

Standard InChI Key:  ZJJCFUCXLRYVLR-NOYMGPGASA-N

Molfile:  

     RDKit          2D

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   -0.2083    0.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2000    0.6208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2833    0.6333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2458    0.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7583    0.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2458    0.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208   -0.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7208   -0.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9667   -0.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9167    0.3250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9167   -1.4792    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  4  1  0
  4  1  1  0
  5  2  2  0
  6  5  1  0
  7 11  1  0
  8  9  1  0
  9  6  1  0
 10  1  2  0
 11  8  1  0
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 14  8  1  0
 15 10  1  0
 16  7  1  0
 17 15  2  0
 18 16  1  0
 19 16  1  0
 20 21  1  0
 21 13  1  0
  3 22  1  1
  4 23  1  1
  2  3  1  0
  5 17  1  0
 20 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA354452

   1-[[(4bS,8aR)-4b,5,6,7,8,8a-hexahydrobiphenylen-1-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: 0.03

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