US8618286, 26

ID: ALA3675253

PubChem CID: 44600411

Max Phase: Preclinical

Molecular Formula: C17H22N4OS2

Molecular Weight: 362.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N/C(=N\c1ccc2c(c1)N(CCNCCO)CCS2)c1cccs1

Standard InChI:  InChI=1S/C17H22N4OS2/c18-17(16-2-1-10-23-16)20-13-3-4-15-14(12-13)21(8-11-24-15)7-5-19-6-9-22/h1-4,10,12,19,22H,5-9,11H2,(H2,18,20)

Standard InChI Key:  VXRVHTIDELZJKF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    1.5548   -3.6021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    1.5000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6011   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9020   -3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9050   -5.2502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2059   -5.9988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2089   -7.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2490   -8.0981    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
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933   -3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0312   -5.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4984   -5.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2484   -4.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2447   -3.1359    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 11 18  1  0
 18  7  1  0
 18 19  2  0
 19  4  1  0
  2 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3675253

   N-(4-(2-(2-hydroxyethylamino)ethyl)-3,4-dihydro-2H-benzo[b][1,4]thiazin-6-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: 362.52

Molecular Weight (Monoisotopic): 362.1235

AlogP: 2.28

#Rotatable Bonds: 7

Polar Surface Area: 73.88

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.08

CX LogP: 2.11

CX LogD: 0.00

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.40

Np Likeness Score: -1.71

References

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

Source

Source(1):

• BindingDB Database