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

ID: ALA4475296

PubChem CID: 155537654

Max Phase: Preclinical

Molecular Formula: C26H26Cl2N6O2

Molecular Weight: 525.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](c1ccc(Cl)cc1)n1nnc2c1NC(=O)C[C@]21C(=O)N(CCN2CCCC2)c2ccc(Cl)cc21

Standard InChI:  InChI=1S/C26H26Cl2N6O2/c1-16(17-4-6-18(27)7-5-17)34-24-23(30-31-34)26(15-22(35)29-24)20-14-19(28)8-9-21(20)33(25(26)36)13-12-32-10-2-3-11-32/h4-9,14,16H,2-3,10-13,15H2,1H3,(H,29,35)/t16-,26+/m0/s1

Standard InChI Key:  NGDOLOUYMRXFPW-YHAMSUFESA-N

Molfile:  

 
     RDKit          2D

 36 41  0  0  0  0  0  0  0  0999 V2000
   25.2994   -6.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0982   -7.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0971   -8.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8092   -8.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8074   -6.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5202   -7.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5250   -8.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3091   -8.3273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7865   -7.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5900   -5.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5900   -6.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2994   -5.3489    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0088   -5.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0133   -6.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7927   -6.8307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2674   -6.1657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7854   -5.5060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6078   -7.6534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8770   -5.3551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3863   -6.8472    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   27.4873   -5.0930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4806   -4.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2025   -5.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1921   -3.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1857   -3.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4700   -2.6322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7634   -3.0510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7732   -3.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4622   -1.8109    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.3040   -9.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0092   -9.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0040  -10.3720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3424  -10.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5900  -11.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4073  -11.6307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6645  -10.8551    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
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475296

   ---

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: 525.44

Molecular Weight (Monoisotopic): 524.1494

AlogP: 4.26

#Rotatable Bonds: 5

Polar Surface Area: 83.36

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.06

CX Basic pKa: 7.96

CX LogP: 4.05

CX LogD: 3.39

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.54

Np Likeness Score: -1.16

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