2-(4-Fluorophenyl)-N-{N'-[2-(4-fluorophenyl)acetyl]-hydrazinocarbothioyl}acetamide

ID: ALA4102906

PubChem CID: 89717853

Max Phase: Preclinical

Molecular Formula: C17H15F2N3O2S

Molecular Weight: 363.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccc(F)cc1)NNC(=S)NC(=O)Cc1ccc(F)cc1

Standard InChI:  InChI=1S/C17H15F2N3O2S/c18-13-5-1-11(2-6-13)9-15(23)20-17(25)22-21-16(24)10-12-3-7-14(19)8-4-12/h1-8H,9-10H2,(H,21,24)(H2,20,22,23,25)

Standard InChI Key:  FLJGDLMAXZINCU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   13.4473  -12.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7382  -12.0823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4473  -13.3081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1564  -12.0823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2795  -12.4909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5704  -12.0823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9845  -12.0823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6936  -12.4909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9845  -11.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6936  -10.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6936  -10.0393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4027   -9.6307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1118  -10.0393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1118  -10.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4027  -11.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8167   -9.6307    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.8655  -12.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8655  -13.3081    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.7382  -11.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0332  -10.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0332  -10.0393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7382   -9.6307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4473  -10.0393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4473  -10.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7382   -8.8135    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  5  6  1  0
  7  8  2  0
  7  9  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 10 15  2  0
 13 16  1  0
  9 10  1  0
  5  7  1  0
 17 18  2  0
  6 17  1  0
  4 17  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 19 24  2  0
 22 25  1  0
  2 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4102906

   2-(4-fluorophenyl)-N-[[[2-(4-fluorophenyl)acetyl]amino]carbamothioyl]acetamide

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: 363.39

Molecular Weight (Monoisotopic): 363.0853

AlogP: 1.77

#Rotatable Bonds: 4

Polar Surface Area: 70.23

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.54

CX Basic pKa: ┄

CX LogP: 2.88

CX LogD: 2.88

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.57

Np Likeness Score: -1.65

References

1. Mori H, Wada R, Takahara S, Horino Y, Izumi H, Ishimoto T, Yoshida T, Mizuguchi M, Obita T, Gouda H, Hirono S, Toyooka N..  (2017)  A novel serine racemase inhibitor suppresses neuronal over-activation in vivo.,  25  (14): [PMID:28533113] [10.1016/j.bmc.2017.05.011]

2.  (2014)  Serine racemase inhibitor, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data