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

ID: ALA4571778

PubChem CID: 155562477

Max Phase: Preclinical

Molecular Formula: C26H26Cl2N6O3

Molecular Weight: 541.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](c1ccc(Cl)cc1)n1nnc2c1NC(=O)C[C@]21C(=O)N(CCN2CCOCC2)c2ccc(Cl)cc21

Standard InChI:  InChI=1S/C26H26Cl2N6O3/c1-16(17-2-4-18(27)5-3-17)34-24-23(30-31-34)26(15-22(35)29-24)20-14-19(28)6-7-21(20)33(25(26)36)9-8-32-10-12-37-13-11-32/h2-7,14,16H,8-13,15H2,1H3,(H,29,35)/t16-,26+/m0/s1

Standard InChI Key:  JIDZRBWGFNLTCM-YHAMSUFESA-N

Molfile:  

 
     RDKit          2D

 37 42  0  0  0  0  0  0  0  0999 V2000
    4.7995   -6.1248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5983   -6.3889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5971   -7.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3093   -7.6257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3075   -5.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0202   -6.3853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0250   -7.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8092   -7.4606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2866   -6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0901   -4.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0901   -5.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7995   -4.4822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5089   -4.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5134   -5.7168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2927   -5.9640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7674   -5.2990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2855   -4.6393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1079   -6.7867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3771   -4.4884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8863   -5.9805    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.9874   -4.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9807   -3.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7026   -4.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6922   -2.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6858   -2.1691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9701   -1.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2634   -2.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2733   -3.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9622   -0.9442    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.8041   -8.2751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5092   -8.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5041   -9.5053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7932   -9.9096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7861  -10.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4894  -11.1400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2015  -10.7371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -9.9174    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
 32 37  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4571778

   ---

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: 541.44

Molecular Weight (Monoisotopic): 540.1443

AlogP: 3.50

#Rotatable Bonds: 5

Polar Surface Area: 92.59

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: 5.68

CX LogP: 3.43

CX LogD: 3.42

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.53

Np Likeness Score: -1.26

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