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

ID: ALA4568250

PubChem CID: 155560335

Max Phase: Preclinical

Molecular Formula: C23H21Cl2N5O2

Molecular Weight: 470.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)N1C(=O)C[C@]2(C(=O)Nc3ccc(Cl)cc32)c2nnn([C@@H](C)c3ccc(Cl)cc3)c21

Standard InChI:  InChI=1S/C23H21Cl2N5O2/c1-12(2)29-19(31)11-23(17-10-16(25)8-9-18(17)26-22(23)32)20-21(29)30(28-27-20)13(3)14-4-6-15(24)7-5-14/h4-10,12-13H,11H2,1-3H3,(H,26,32)/t13-,23+/m0/s1

Standard InChI Key:  DDNALPQERREFJS-ZAMGYDSWSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
    5.5465   -6.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3453   -6.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3441   -7.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0563   -7.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0545   -6.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7673   -6.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7721   -7.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5562   -7.6175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0336   -6.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8371   -5.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8371   -5.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5465   -4.6390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2559   -5.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2604   -5.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0397   -6.1209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5144   -5.4558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0325   -4.7961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8549   -6.9435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1241   -4.6452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6334   -6.1373    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.7344   -4.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7277   -3.5618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4496   -4.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4392   -3.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4328   -2.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7171   -1.9223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0105   -2.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0203   -3.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7093   -1.1011    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.5387   -3.8218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2425   -3.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8272   -3.4200    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
 12 30  1  0
 30 31  1  0
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4568250

   ---

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: 470.36

Molecular Weight (Monoisotopic): 469.1072

AlogP: 4.58

#Rotatable Bonds: 3

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: 12.88

CX Basic pKa: ┄

CX LogP: 4.40

CX LogD: 4.40

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.61

Np Likeness Score: -0.81

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