Diethyl ((4-bromophenyl)(2-(2-((5-(pyridin-4-yl)-1,3,4-oxadiazol-2-yl)thio)acetyl)hydrazinyl)methyl)phosphonate

ID: ALA4514419

PubChem CID: 155539375

Max Phase: Preclinical

Molecular Formula: C20H23BrN5O5PS

Molecular Weight: 556.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOP(=O)(OCC)C(NNC(=O)CSc1nnc(-c2ccncc2)o1)c1ccc(Br)cc1

Standard InChI:  InChI=1S/C20H23BrN5O5PS/c1-3-29-32(28,30-4-2)19(15-5-7-16(21)8-6-15)25-23-17(27)13-33-20-26-24-18(31-20)14-9-11-22-12-10-14/h5-12,19,25H,3-4,13H2,1-2H3,(H,23,27)

Standard InChI Key:  XXRYEMPWTNAGMS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
   18.0169  -10.0112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6684   -9.5179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4023   -8.7451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5827   -8.7610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3486   -9.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5800   -9.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9618   -9.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1905   -9.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0362  -10.3470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6594  -10.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4283  -10.6116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4502   -9.7559    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.0471   -9.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8289   -9.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4259   -8.8778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0137  -10.2318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2077   -9.1157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8047   -8.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5864   -8.7957    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.1834   -8.2376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7712   -9.5917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5789   -7.9779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2828   -7.5628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2752   -6.7456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9652   -8.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5622   -7.9175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6208   -7.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2195   -7.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0352   -6.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2527   -6.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6545   -6.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8418   -7.5306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0669   -5.3787    0.0000 Br  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
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  5  6  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 20 25  1  0
 25 26  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 18 27  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514419

   ---

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: 556.38

Molecular Weight (Monoisotopic): 555.0341

AlogP: 4.57

#Rotatable Bonds: 12

Polar Surface Area: 128.47

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.41

CX Basic pKa: 2.49

CX LogP: 2.77

CX LogD: 2.77

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.19

Np Likeness Score: -1.60

References

1. Ewies EF, El-Hussieny M, El-Sayed NF, Fouad MA..  (2019)  Design, synthesis and biological evaluation of novel α-aminophosphonate oxadiazoles via optimized iron triflate catalyzed reaction as apoptotic inducers.,  180  [PMID:31323616] [10.1016/j.ejmech.2019.07.029]

Source

Source(1):

• Scientific Literature