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

ID: ALA4521110

PubChem CID: 155542474

Max Phase: Preclinical

Molecular Formula: C24H21Cl2N5O2

Molecular Weight: 482.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](c1ccc(Cl)cc1)n1nnc2c1NC(=O)C[C@]21C(=O)N(CC2CC2)c2ccc(Cl)cc21

Standard InChI:  InChI=1S/C24H21Cl2N5O2/c1-13(15-4-6-16(25)7-5-15)31-22-21(28-29-31)24(11-20(32)27-22)18-10-17(26)8-9-19(18)30(23(24)33)12-14-2-3-14/h4-10,13-14H,2-3,11-12H2,1H3,(H,27,32)/t13-,24+/m0/s1

Standard InChI Key:  XSZOCHVGPSQDAZ-RKNYENMMSA-N

Molfile:  

 
     RDKit          2D

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   10.4152  -25.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.1035  -25.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.3303  -24.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1097  -24.7677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   13.9248  -25.5903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.7033  -24.7841    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.8044  -23.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7976  -22.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5195  -23.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5091  -21.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5028  -20.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7870  -20.5692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0804  -20.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0903  -21.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7792  -19.7479    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.6211  -27.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3262  -27.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7287  -28.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1418  -27.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
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  9 18  2  0
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  8 30  1  0
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 33 32  1  0
 31 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521110

   ---

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: 482.37

Molecular Weight (Monoisotopic): 481.1072

AlogP: 4.58

#Rotatable Bonds: 4

Polar Surface Area: 80.12

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.06

CX Basic pKa: ┄

CX LogP: 4.41

CX LogD: 4.41

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.59

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