SID57287950

ID: ALA1528228

Chembl Id: CHEMBL1528228

Cas Number: 28492-94-6

PubChem CID: 837253

Max Phase: Preclinical

Molecular Formula: C15H12N4OS

Molecular Weight: 296.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1Nc2ccccc2/C1=N/NC(=S)Nc1ccccc1

Standard InChI:  InChI=1S/C15H12N4OS/c20-14-13(11-8-4-5-9-12(11)17-14)18-19-15(21)16-10-6-2-1-3-7-10/h1-9H,(H2,16,19,21)(H,17,18,20)

Standard InChI Key:  VFNGPRGMGIVBCB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1528228

   1-[(2-Oxoindol-3-yl)amino]-3-phenylthiourea

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: 296.36

Molecular Weight (Monoisotopic): 296.0732

AlogP: 2.33

#Rotatable Bonds: 2

Polar Surface Area: 65.52

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.90

CX Basic pKa:

CX LogP: 3.17

CX LogD: 3.17

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.59

Np Likeness Score: -1.57

References

1. PubChem BioAssay data set, 

2. Kang IJ, Wang LW, Hsu TA, Yueh A, Lee CC, Lee YC, Lee CY, Chao YS, Shih SR, Chern JH..  (2011)  Isatin-β-thiosemicarbazones as potent herpes simplex virus inhibitors.,  21  (7): [PMID:21356589] [10.1016/j.bmcl.2011.02.037]

3. Hall MD, Brimacombe KR, Varonka MS, Pluchino KM, Monda JK, Li J, Walsh MJ, Boxer MB, Warren TH, Fales HM, Gottesman MM..  (2011)  Synthesis and structure-activity evaluation of isatin-β-thiosemicarbazones with improved selective activity toward multidrug-resistant cells expressing P-glycoprotein.,  54  (16): [PMID:21721528] [10.1021/jm2006047]

4. Pervez H, Saira N, Iqbal MS, Yaqub M, Khan KM.  (2013)  Synthesis and biological evaluation of some N 4-aryl-substituted 5-fluoroisatin-3-thiosemicarbazones,  22  (12): [10.1007/s00044-013-0575-7]

5. Lin HH, Wu WY, Cao SL, Liao J, Ma L, Gao M, Li ZF, Xu X..  (2013)  Synthesis and antiproliferative evaluation of piperazine-1-carbothiohydrazide derivatives of indolin-2-one.,  23  (11): [PMID:23602441] [10.1016/j.bmcl.2013.03.099]

6. Zhang XM, Guo H, Li ZS, Song FH, Wang WM, Dai HQ, Zhang LX, Wang JG..  (2015)  Synthesis and evaluation of isatin-β-thiosemicarbazones as novel agents against antibiotic-resistant Gram-positive bacterial species.,  101  [PMID:26185006] [10.1016/j.ejmech.2015.06.047]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays