1-(5,6,7,8,9,9a-Hexahydro-4bH-benzo[3,4]cyclobuta[1,2]cyclohepten-2-yloxy)-3-isopropylamino-propan-2-ol

ID: ALA167385

PubChem CID: 44378948

Max Phase: Preclinical

Molecular Formula: C19H29NO2

Molecular Weight: 303.45

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H29NO2/c1-13(2)20-11-14(21)12-22-15-8-9-18-16-6-4-3-5-7-17(16)19(18)10-15/h8-10,13-14,16-17,20-21H,3-7,11-12H2,1-2H3/t14?,16-,17+/m0/s1

Standard InChI Key:  COTUBYDDCJMQQN-MWSTZMHHSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  1  0  0  0  0  0999 V2000
    3.1667   -1.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1667   -2.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7667   -1.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7750   -2.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6417   -2.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6417   -1.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4708   -1.1292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292   -1.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6125   -1.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -1.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292   -2.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542   -0.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0917   -0.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417   -1.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417   -2.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -1.7292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9875   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9833   -0.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5083   -1.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8375   -2.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8292   -1.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0917   -1.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7667   -0.8292    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7667   -2.6375    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 15  1  0
 21 14  1  0
 22 21  1  0
  3 23  1  1
  4 24  1  1
  2  4  1  0
  5 11  1  0
 22 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA167385

   1-(propan-2-ylamino)-3-[[(1R,8S)-4-tricyclo[6.5.0.02,7]trideca-2(7),3,5-trienyl]oxy]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: 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: 3.60

CX LogD: 1.38

Aromatic Rings: 1

Heavy Atoms: 22

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