(R)-5'-Chloro-3-((S)-1-(4-chlorophenyl)ethyl)-1'-(2-(methoxymethoxy)ethyl)-4,6-dihydrospiro[[1,2,3]triazolo[4,5-b]-pyridine-7,3'-indoline]-2',5(3H)-dione

ID: ALA4534709

PubChem CID: 155547131

Max Phase: Preclinical

Molecular Formula: C24H23Cl2N5O4

Molecular Weight: 516.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COCOCCN1C(=O)[C@]2(CC(=O)Nc3c2nnn3[C@@H](C)c2ccc(Cl)cc2)c2cc(Cl)ccc21

Standard InChI:  InChI=1S/C24H23Cl2N5O4/c1-14(15-3-5-16(25)6-4-15)31-22-21(28-29-31)24(12-20(32)27-22)18-11-17(26)7-8-19(18)30(23(24)33)9-10-35-13-34-2/h3-8,11,14H,9-10,12-13H2,1-2H3,(H,27,32)/t14-,24+/m0/s1

Standard InChI Key:  XASONVWUAJNBGE-LFPIHBKWSA-N

Molfile:  

 
     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
    5.0059   -6.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8046   -7.2598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8035   -8.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5156   -8.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5139   -6.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2266   -7.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2314   -8.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0156   -8.3315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4929   -7.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2964   -5.7699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2964   -6.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0059   -5.3530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7153   -5.7699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7197   -6.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4991   -6.8349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9738   -6.1698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4918   -5.5101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3142   -7.6575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5834   -5.3592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0927   -6.8513    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.1938   -5.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1870   -4.2758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9089   -5.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8985   -3.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8921   -3.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1764   -2.6364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4698   -3.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4797   -3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1686   -1.8151    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.0105   -9.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7156   -9.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4258   -9.1548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1310   -9.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8412   -9.1637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5464   -9.5767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  1  9  1  1
  1  6  1  0
 10 11  1  0
 10 12  1  0
 11  1  1  0
  1 14  1  0
 13 12  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  1  0
  9 18  2  0
 10 19  2  0
  2 20  1  0
 17 21  1  0
 21 22  1  0
 21 23  1  6
 22 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 22  1  0
 26 29  1  0
  8 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4534709

   ---

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: 516.39

Molecular Weight (Monoisotopic): 515.1127

AlogP: 3.79

#Rotatable Bonds: 7

Polar Surface Area: 98.58

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.06

CX Basic pKa: ┄

CX LogP: 3.64

CX LogD: 3.64

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: -0.94

References

1. Xu J, Xie X, Ye N, Zou J, Chen H, White MA, Shi PY, Zhou J..  (2019)  Design, Synthesis, and Biological Evaluation of Substituted 4,6-Dihydrospiro[[1,2,3]triazolo[4,5-b]pyridine-7,3'-indoline]-2',5(3H)-dione Analogues as Potent NS4B Inhibitors for the Treatment of Dengue Virus Infection.,  62  (17): [PMID:31403780] [10.1021/acs.jmedchem.9b00698]

Source

Source(1):

• Scientific Literature