Methyl 2-((R)-5'-chloro-3-((S)-1-(4-chlorophenyl)ethyl)-2',5-dioxo-3,4,5,6-tetrahydrospiro[[1,2,3]triazolo[4,5-b]pyridine-7,3'-indolin]-1'-yl)acetate

ID: ALA4538647

PubChem CID: 155549172

Max Phase: Preclinical

Molecular Formula: C23H19Cl2N5O4

Molecular Weight: 500.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)CN1C(=O)[C@]2(CC(=O)Nc3c2nnn3[C@@H](C)c2ccc(Cl)cc2)c2cc(Cl)ccc21

Standard InChI:  InChI=1S/C23H19Cl2N5O4/c1-12(13-3-5-14(24)6-4-13)30-21-20(27-28-30)23(10-18(31)26-21)16-9-15(25)7-8-17(16)29(22(23)33)11-19(32)34-2/h3-9,12H,10-11H2,1-2H3,(H,26,31)/t12-,23+/m0/s1

Standard InChI Key:  OBZXZMXFAGRZRL-DAOPMYJZSA-N

Molfile:  

 
     RDKit          2D

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    7.5705  -14.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5601  -12.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.1314  -11.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1412  -12.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8302  -10.3791    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.6720  -17.7099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3772  -18.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3720  -18.9401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0874  -17.7188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7925  -18.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9 18  2  0
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  2 20  1  0
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 21 23  1  6
 22 24  2  0
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  8 30  1  0
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 31 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538647

   ---

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: 500.34

Molecular Weight (Monoisotopic): 499.0814

AlogP: 3.34

#Rotatable Bonds: 4

Polar Surface Area: 106.42

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: 3.25

CX LogD: 3.25

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.55

Np Likeness Score: -1.05

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