SID47202043

ID: ALA1483080

PubChem CID: 135420639

Max Phase: Preclinical

Molecular Formula: C13H9N3O2S

Molecular Weight: 271.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=S)NC(=O)C1=Cc1cc2ccccc2[nH]1

Standard InChI:  InChI=1S/C13H9N3O2S/c17-11-9(12(18)16-13(19)15-11)6-8-5-7-3-1-2-4-10(7)14-8/h1-6,14H,(H2,15,16,17,18,19)

Standard InChI Key:  JZALJKMCUUXBKR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -0.7485    1.5172    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7265    0.0883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7485   -1.3407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2114   -2.0081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4890    0.8027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7485    0.0883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4890   -0.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7265   -1.3407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9015    0.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3360   -0.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9015   -1.3407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9960   -1.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9960   -0.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2114   -0.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3360    0.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7105   -2.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7105   -0.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4250   -1.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4250   -0.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  2  0
  2  9  2  0
  3 10  2  0
  4  8  1  0
  4 12  1  0
  5  9  1  0
  5 15  1  0
  6 10  1  0
  6 15  1  0
  7  9  1  0
  7 10  1  0
  7 11  2  0
  8 11  1  0
  8 14  2  0
 12 13  1  0
 12 16  2  0
 13 14  1  0
 13 17  2  0
 16 18  1  0
 17 19  1  0
 18 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1483080

   ---

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: 271.30

Molecular Weight (Monoisotopic): 271.0415

AlogP: 1.08

#Rotatable Bonds: 1

Polar Surface Area: 73.99

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.43

CX Basic pKa: ┄

CX LogP: 1.69

CX LogD: 1.41

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.41

Np Likeness Score: -0.80

References

1. PubChem BioAssay data set, 

2. Blum CA, Ellis JL, Loh C, Ng PY, Perni RB, Stein RL..  (2011)  SIRT1 modulation as a novel approach to the treatment of diseases of aging.,  54  (2): [PMID:21080630] [10.1021/jm100861p]

3. Jones P.  (2012)  Development of second generation epigenetic agents,  3  (2): [10.1039/C1MD00199J]

4. Hailu GS, Robaa D, Forgione M, Sippl W, Rotili D, Mai A..  (2017)  Lysine Deacetylase Inhibitors in Parasites: Past, Present, and Future Perspectives.,  60  (12): [PMID:28241112] [10.1021/acs.jmedchem.6b01595]

5. Wang Y, He J, Liao M, Hu M, Li W, Ouyang H, Wang X, Ye T, Zhang Y, Ouyang L..  (2019)  An overview of Sirtuins as potential therapeutic target: Structure, function and modulators.,  161  [PMID:30342425] [10.1016/j.ejmech.2018.10.028]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays