SID26731902

ID: ALA1600179

PubChem CID: 16746104

Max Phase: Preclinical

Molecular Formula: C20H22N4O5S

Molecular Weight: 430.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(C(=O)NC2CCOCC2)sc1C1(C)CC(c2cccc([N+](=O)[O-])c2)=NO1

Standard InChI:  InChI=1S/C20H22N4O5S/c1-12-17(30-19(21-12)18(25)22-14-6-8-28-9-7-14)20(2)11-16(23-29-20)13-4-3-5-15(10-13)24(26)27/h3-5,10,14H,6-9,11H2,1-2H3,(H,22,25)

Standard InChI Key:  BDZJLYKIGPCLHP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    2.2894   -1.3828    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5843   -2.3946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6869    0.3270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2792   -6.6889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0262   -6.1077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4049   -0.5561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0119   -0.0771    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3294   -3.1792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9840   -1.0707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2057   -6.0214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9169   -1.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4689   -1.2966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2974   -0.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2495   -2.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5044   -3.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6250   -0.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0195   -3.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3649   -1.2966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4320   -0.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3550   -4.6003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5437   -0.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8010   -3.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1299   -5.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2859   -4.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7910   -0.8992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9504   -5.1815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3430   -1.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0459   -0.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1500   -1.3407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8529    0.0570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0
  1 16  1  0
  2  8  1  0
  2 11  1  0
  3 19  2  0
  4 10  1  0
  5 10  2  0
  6 29  1  0
  6 30  1  0
  7 13  1  0
  7 16  2  0
  8 15  2  0
  9 19  1  0
  9 25  1  0
 10 23  1  0
 11 12  1  0
 11 14  1  0
 11 18  1  0
 12 13  2  0
 13 21  1  0
 14 15  1  0
 15 17  1  0
 16 19  1  0
 17 20  1  0
 17 22  2  0
 20 23  2  0
 22 24  1  0
 23 26  1  0
 24 26  2  0
 25 27  1  0
 25 28  1  0
 27 29  1  0
 28 30  1  0
M  CHG  2   4  -1  10   1
M  END

Alternative Forms

1. Parent:

   

   ALA1600179

   4-methyl-5-[5-methyl-3-(3-nitrophenyl)-4H-1,2-oxazol-5-yl]-N-(oxan-4-yl)-1,3-thiazole-2-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 430.49

Molecular Weight (Monoisotopic): 430.1311

AlogP: 3.31

#Rotatable Bonds: 5

Polar Surface Area: 115.95

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.30

CX Basic pKa: 1.91

CX LogP: 2.20

CX LogD: 2.20

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.57

Np Likeness Score: -1.01

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays