US8618286, 7

ID: ALA3675235

PubChem CID: 44599937

Max Phase: Preclinical

Molecular Formula: C17H22N4OS

Molecular Weight: 330.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNCCN1CCOc2cc(/N=C(\N)c3cccs3)ccc21

Standard InChI:  InChI=1S/C17H22N4OS/c1-2-19-7-8-21-9-10-22-15-12-13(5-6-14(15)21)20-17(18)16-4-3-11-23-16/h3-6,11-12,19H,2,7-10H2,1H3,(H2,18,20)

Standard InChI Key:  SVSDOBDCHUJTMR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    7.5395   -1.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4990   -0.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2003   -1.4932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8990   -0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8963   -3.7531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8941   -5.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539   -5.8521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1923   -6.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3302   -7.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7974   -7.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5474   -6.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5437   -5.3860    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  6  1  0
 15 10  1  0
 12 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3675235

   N-(4-(2-(Ethylamino)ethyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-7-yl)thiophene-2-carboximidamide

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: 330.46

Molecular Weight (Monoisotopic): 330.1514

AlogP: 2.59

#Rotatable Bonds: 6

Polar Surface Area: 62.88

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.70

CX LogP: 2.63

CX LogD: -0.74

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.49

Np Likeness Score: -1.90

References

1.  (2013)  Benzoxazines, benzothiazines, and related compounds having NOS inhibitory activity, 

Source

Source(1):

• BindingDB Database