2-[2-(2-Fluorobiphenyl-4-yl)propanoyl]-N-methyl hydrazinecarbothioamide

ID: ALA2281779

PubChem CID: 76316166

Max Phase: Preclinical

Molecular Formula: C17H18FN3OS

Molecular Weight: 331.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=S)NNC(=O)C(C)c1ccc(-c2ccccc2)c(F)c1

Standard InChI:  InChI=1S/C17H18FN3OS/c1-11(16(22)20-21-17(23)19-2)13-8-9-14(15(18)10-13)12-6-4-3-5-7-12/h3-11H,1-2H3,(H,20,22)(H2,19,21,23)

Standard InChI Key:  JASBWDMAYQNFJH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   -5.2443  -10.7266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2431  -11.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5397  -11.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8296  -11.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8267  -10.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5379  -10.3178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1266  -10.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4164  -10.7207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7106  -10.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7162   -9.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4300   -9.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1305   -9.4992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0103   -9.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3003   -9.4848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0144   -8.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2962  -10.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4116   -9.0726    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1214   -9.4776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4104  -11.5379    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.8270   -9.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5368   -9.4704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8228   -8.2483    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.2424   -9.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  5  7  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 14 16  2  0
 14 17  1  0
 17 18  1  0
  8 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2281779

   1-[2-(3-Fluoro-4-phenylphenyl)propanoylamino]-3-methylthiourea

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: 331.42

Molecular Weight (Monoisotopic): 331.1155

AlogP: 2.72

#Rotatable Bonds: 3

Polar Surface Area: 53.16

Molecular Species: NEUTRAL

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.32

CX Basic pKa: ┄

CX LogP: 3.33

CX LogD: 3.33

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.60

Np Likeness Score: -1.41

References

1. Ckla P, Tatar E, Kucukguzel I, Sahin F, Yurdakul D, Basu A, Krishnan R, Nichols DB, Kaushik-Basu N, Kucukguzel SG.  (2013)  Synthesis and characterization of flurbiprofen hydrazide derivatives as potential anti-HCV, anticancer and antimicrobial agents,  22  (12): [10.1007/s00044-013-0550-3]

Source

Source(1):

• Scientific Literature