2-ethyl-6-(4-nitrophenyl)imidazo[2,1-b][1,3,4]thiadiazole-5-carbaldehyde

ID: ALA4780574

PubChem CID: 39197925

Max Phase: Preclinical

Molecular Formula: C13H10N4O3S

Molecular Weight: 302.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1nn2c(C=O)c(-c3ccc([N+](=O)[O-])cc3)nc2s1

Standard InChI:  InChI=1S/C13H10N4O3S/c1-2-11-15-16-10(7-18)12(14-13(16)21-11)8-3-5-9(6-4-8)17(19)20/h3-7H,2H2,1H3

Standard InChI Key:  VNCAAJDZMUXEOX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    4.4400  -13.5384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6152  -13.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2021  -14.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6086  -14.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4364  -14.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8499  -14.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6728  -14.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1548  -14.9172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1575  -13.5825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9432  -13.8381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9407  -14.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7248  -14.9193    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.2136  -14.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7290  -13.5869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9049  -12.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4606  -12.1816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0401  -14.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4491  -14.9767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3713  -14.2425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9523  -14.9567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9598  -13.5240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8 11  2  0
 10  9  1  0
  9  7  2  0
  6  7  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
  9 15  1  0
 15 16  2  0
 13 17  1  0
 17 18  1  0
 19 20  2  0
 19 21  1  0
  3 19  1  0
M  CHG  2  19   1  21  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4780574

   2-Ethyl-6-(4-nitrophenyl)imidazo[2,1-b][1,3,4]thiadiazole-5-carbaldehyde

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: 302.31

Molecular Weight (Monoisotopic): 302.0474

AlogP: 2.74

#Rotatable Bonds: 4

Polar Surface Area: 90.40

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.35

CX LogP: 3.21

CX LogD: 3.21

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.42

Np Likeness Score: -2.10

References

1. Schadich E,Kryshchyshyn-Dylevych A,Holota S,Polishchuk P,Džubak P,Gurska S,Hajduch M,Lesyk R.  (2020)  Assessing different thiazolidine and thiazole based compounds as antileishmanial scaffolds.,  30  (23.0): [PMID:33091607] [10.1016/j.bmcl.2020.127616]

Source

Source(1):

• Scientific Literature