N-(5-(4,5-dihydro-1H-imidazol-2-yl)-2-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)-N-methylmethanesulfonamide

ID: ALA2261354

PubChem CID: 76330200

Max Phase: Preclinical

Molecular Formula: C15H21N3O3S

Molecular Weight: 323.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(c1c(O)ccc2c1CCCC2C1=NCCN1)S(C)(=O)=O

Standard InChI:  InChI=1S/C15H21N3O3S/c1-18(22(2,20)21)14-11-4-3-5-12(15-16-8-9-17-15)10(11)6-7-13(14)19/h6-7,12,19H,3-5,8-9H2,1-2H3,(H,16,17)

Standard InChI Key:  IQEFAMIOKAKDBC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    7.1855  -16.2200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5982  -16.9299    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.0066  -16.2175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1894  -18.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1883  -19.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8963  -19.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8945  -18.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6032  -18.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6020  -19.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3121  -19.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0279  -19.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0291  -18.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3144  -18.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3105  -20.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6481  -21.0948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8984  -21.8727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7156  -21.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9702  -21.0985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8921  -17.3423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3075  -17.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4816  -18.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1828  -16.9366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 14  1  0
 10 14  1  0
  7 19  1  0
 19  2  1  0
  2 20  1  0
  4 21  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2261354

   N-[5-(4,5-dihydro-1H-imidazol-2-yl)-2-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl]-N-methylmethanesulfonamide

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: 323.42

Molecular Weight (Monoisotopic): 323.1304

AlogP: 1.21

#Rotatable Bonds: 3

Polar Surface Area: 82.00

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.10

CX Basic pKa: 10.31

CX LogP: 0.69

CX LogD: -0.68

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.88

Np Likeness Score: -0.02

References

1. Carroll WA, Altenbach RJ, Buckner SA, Brioni JD, Brune ME, Kolasa T, Meyer MD, Sullivan JP.  (2004)  In Vitro and In Vivo Characterization of Alpha-1A Selective Agonists and Their Utility for Stress Incontience,  13  (3): [10.1007/s00044-004-0020-z]

Source

Source(1):

• Scientific Literature