2,5-Dimethyl-N-[4-([1,2,4]triazolo[4,3-a]quinoxalin-4-yloxy)-phenyl]-benzenesulfonamide

ID: ALA4866155

PubChem CID: 164625592

Max Phase: Preclinical

Molecular Formula: C23H19N5O3S

Molecular Weight: 445.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C)c(S(=O)(=O)Nc2ccc(Oc3nc4ccccc4n4cnnc34)cc2)c1

Standard InChI:  InChI=1S/C23H19N5O3S/c1-15-7-8-16(2)21(13-15)32(29,30)27-17-9-11-18(12-10-17)31-23-22-26-24-14-28(22)20-6-4-3-5-19(20)25-23/h3-14,27H,1-2H3

Standard InChI Key:  FNVLOLWHPGUCPD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   28.3369   -9.4957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7536  -10.0831    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.5540  -10.2945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0462   -9.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.6190   -9.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3268  -10.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7570  -10.9154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8959  -10.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.6195  -12.5567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   31.3367  -13.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.9092  -13.7974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9087  -14.6224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1989  -15.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2026  -15.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9160  -16.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6301  -15.8567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6263  -15.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6079  -14.2019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1202  -13.5345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1261  -14.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7820   -8.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 15 18  1  0
 10 12  1  0
  5 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4866155

   ---

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: 445.50

Molecular Weight (Monoisotopic): 445.1209

AlogP: 4.49

#Rotatable Bonds: 5

Polar Surface Area: 98.48

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.09

CX Basic pKa: 1.04

CX LogP: 3.60

CX LogD: 3.52

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.43

Np Likeness Score: -2.00

References

1. Lee S, Lee S, Cil O, Diez-Cecilia E, Anderson MO, Verkman AS..  (2018)  Nanomolar-Potency 1,2,4-Triazoloquinoxaline Inhibitors of the Kidney Urea Transporter UT-A1.,  61  (7.0): [PMID:29589443] [10.1021/acs.jmedchem.8b00343]

Source

Source(1):

• Scientific Literature