5-(4-nitrobenzyl)thiazol-2-amine

ID: ALA4847828

PubChem CID: 22667756

Max Phase: Preclinical

Molecular Formula: C10H9N3O2S

Molecular Weight: 235.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncc(Cc2ccc([N+](=O)[O-])cc2)s1

Standard InChI:  InChI=1S/C10H9N3O2S/c11-10-12-6-9(16-10)5-7-1-3-8(4-2-7)13(14)15/h1-4,6H,5H2,(H2,11,12)

Standard InChI Key:  AXKCGSYWZUULOS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   38.4534  -20.5784    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.2705  -20.5784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5249  -19.8017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.8620  -19.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2032  -19.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4259  -19.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8189  -20.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7501  -21.2401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0424  -19.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4357  -20.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6057  -21.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3878  -21.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9912  -20.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9978  -21.7385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2202  -21.4873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1691  -22.5375    0.0000 O   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  1  1  0
  5  6  1  0
  6  7  1  0
  2  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  7  1  0
 14 15  1  0
 14 16  2  0
 11 14  1  0
M  CHG  2  14   1  15  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4847828

   5-[(4-Nitrophenyl)methyl]-1,3-thiazol-2-amine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 235.27

Molecular Weight (Monoisotopic): 235.0415

AlogP: 2.22

#Rotatable Bonds: 3

Polar Surface Area: 82.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.31

CX LogP: 2.65

CX LogD: 2.65

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.65

Np Likeness Score: -1.65

References

1. Qi XL, Jo H, Wang XY, Ji TT, Lin HX, Park CS, Cui YM..  (2021)  Synthesis and BK channel-opening activity of 2-amino-1,3-thiazole derivatives.,  43  [PMID:33964448] [10.1016/j.bmcl.2021.128083]

2. Valverde, M A MA and 8 more authors.  1999-09-17  Acute activation of Maxi-K channels (hSlo) by estradiol binding to the beta subunit.  [PMID:10489376]

3. Gribkoff, V K VK and 29 more authors.  2001-04  Targeting acute ischemic stroke with a calcium-sensitive opener of maxi-K potassium channels.  [PMID:11283675]

Source

Source(1):

• Scientific Literature