(7S,8R)-6-Allylamino-7,8-dimethyl-8-propyl-5,6,7,8-tetrahydro-naphthalen-2-ol

ID: ALA2368401

PubChem CID: 73345319

Max Phase: Preclinical

Molecular Formula: C17H23NO

Molecular Weight: 257.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCN1CC[C@@]2(C)c3cc(O)ccc3CC1[C@H]2C

Standard InChI:  InChI=1S/C17H23NO/c1-4-8-18-9-7-17(3)12(2)16(18)10-13-5-6-14(19)11-15(13)17/h4-6,11-12,16,19H,1,7-10H2,2-3H3/t12-,16?,17-/m1/s1

Standard InChI Key:  LGQCVMYAEFTEFN-SCWIMFDPSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  1  0  0  0  0  0999 V2000
    4.6500    1.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9292    1.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9292    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667    1.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6417    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167    1.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167    0.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9792   -0.0292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5125   -0.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2292    0.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5042    1.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6417    0.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6500    2.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5042    0.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7917    1.6583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0875    1.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8000    0.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1875   -0.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  1  0
  5  4  1  0
  6  5  1  0
  7  2  2  0
  8  3  2  0
  9  5  1  0
 10 18  1  0
 11 10  2  0
 12  7  1  0
  1 13  1  0
  1 14  1  6
 15 12  2  0
 16 12  1  0
  4 17  1  6
 18  9  1  0
 13 19  1  0
  9 19  1  0
  3  6  1  0
 15  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2368401

   (7S,8R)-6-ALLYLAMINO-7,8-DIMETHYL-8-PROPYL-5,6,7,8-TETRAHYDRO-NAPHTHALEN-2-OL

Molecule Features

Natural Product: Yes

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: 257.38

Molecular Weight (Monoisotopic): 257.1780

AlogP: 3.10

#Rotatable Bonds: 2

Polar Surface Area: 23.47

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.35

CX Basic pKa: 9.32

CX LogP: 3.36

CX LogD: 1.67

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.82

Np Likeness Score: 1.56

References

1. Laggner C, Schieferer C, Fiechtner B, Poles G, Hoffmann RD, Glossmann H, Langer T, Moebius FF..  (2005)  Discovery of high-affinity ligands of sigma1 receptor, ERG2, and emopamil binding protein by pharmacophore modeling and virtual screening.,  48  (15): [PMID:16033255] [10.1021/jm049073+]

Source

Source(1):

• Scientific Literature