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

ID: ALA4538323

PubChem CID: 155549259

Max Phase: Preclinical

Molecular Formula: C24H24Cl2N6O2

Molecular Weight: 499.40

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H24Cl2N6O2/c1-14(15-4-6-16(25)7-5-15)32-22-21(28-29-32)24(13-20(33)27-22)18-12-17(26)8-9-19(18)31(23(24)34)11-10-30(2)3/h4-9,12,14H,10-11,13H2,1-3H3,(H,27,33)/t14-,24+/m0/s1

Standard InChI Key:  NQPAJNQKYMUJLL-LFPIHBKWSA-N

Molfile:  

 
     RDKit          2D

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   18.8403   -6.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6391   -6.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6379   -7.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3501   -7.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3483   -6.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.3274   -7.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1309   -5.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1309   -6.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8403   -4.7628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5497   -5.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5542   -5.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3335   -6.2447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8082   -5.5796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   17.4179   -4.7690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9272   -6.2611    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.0282   -4.5069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0215   -3.6856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7434   -4.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7330   -3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7266   -2.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0109   -2.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3043   -2.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3141   -3.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0031   -1.2249    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.8449   -8.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5501   -8.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5449   -9.7859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8347  -10.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2501  -10.1990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
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  1 14  1  0
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  9 18  2  0
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  2 20  1  0
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 22 24  2  0
 24 25  1  0
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 27 28  2  0
 28 22  1  0
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  8 30  1  0
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 32 33  1  0
 32 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538323

   ---

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: 499.40

Molecular Weight (Monoisotopic): 498.1338

AlogP: 3.73

#Rotatable Bonds: 5

Polar Surface Area: 83.36

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.06

CX Basic pKa: 8.19

CX LogP: 3.64

CX LogD: 2.79

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.58

Np Likeness Score: -1.11

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