2-(2,4-dichlorophenoxy)-N'-((2R,3R,4R,5R)-2,3,4,5-tetrahydroxyhexylidene)acetohydrazide

ID: ALA4748453

PubChem CID: 9698665

Max Phase: Preclinical

Molecular Formula: C14H18Cl2N2O6

Molecular Weight: 381.21

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)/C=N/NC(=O)COc1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C14H18Cl2N2O6/c1-7(19)13(22)14(23)10(20)5-17-18-12(21)6-24-11-3-2-8(15)4-9(11)16/h2-5,7,10,13-14,19-20,22-23H,6H2,1H3,(H,18,21)/b17-5+/t7-,10-,13-,14-/m1/s1

Standard InChI Key:  DIKZYYHXQDXKSW-WDVUVTOCSA-N

Molfile:  

 
     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
   25.0935   -9.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8013   -9.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5090   -9.5339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2167   -9.1253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9244   -9.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6321   -9.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9244  -10.3511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3398   -9.5339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0475   -9.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7541   -9.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4613   -9.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4618   -8.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7491   -7.9035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0448   -8.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1690   -7.9024    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.7519  -10.3551    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.3858   -9.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0935  -10.3511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3858   -8.3081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6781   -9.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9704   -9.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2627   -9.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9704   -8.3081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6781  -10.3511    0.0000 O   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  1  0
  5  6  1  0
  5  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 12 15  1  0
 10 16  1  0
  1 17  1  0
  1 18  1  1
 17 19  1  6
 17 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 20 24  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4748453

   2-(2,4-dichlorophenoxy)-N-[(E)-[(2R,3R,4R,5R)-2,3,4,5-tetrahydroxyhexylidene]amino]acetamide

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: 381.21

Molecular Weight (Monoisotopic): 380.0542

AlogP: -0.06

#Rotatable Bonds: 8

Polar Surface Area: 131.61

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.54

CX Basic pKa: 0.01

CX LogP: -0.37

CX LogD: -0.37

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.32

Np Likeness Score: -0.81

References

1. Liu Q,Miao Y,Wang X,Lv G,Peng Y,Li K,Li M,Qiu L,Lin J.  (2020)  Structure-based virtual screening and biological evaluation of novel non-bisphosphonate farnesyl pyrophosphate synthase inhibitors.,  186  [PMID:31785819] [10.1016/j.ejmech.2019.111905]

Source

Source(1):

• Scientific Literature