4-(3-((tert-butylamino)methyl)-5-(7-chloroquinolin-4-ylamino)phenyl)-3-cyano-1,2,5-oxadiazole 2-oxide

ID: ALA3222268

Chembl Id: CHEMBL3222268

PubChem CID: 90668356

Max Phase: Preclinical

Molecular Formula: C23H21ClN6O2

Molecular Weight: 448.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)NCc1cc(Nc2ccnc3cc(Cl)ccc23)cc(-c2no[n+]([O-])c2C#N)c1

Standard InChI:  InChI=1S/C23H21ClN6O2/c1-23(2,3)27-13-14-8-15(22-21(12-25)30(31)32-29-22)10-17(9-14)28-19-6-7-26-20-11-16(24)4-5-18(19)20/h4-11,27H,13H2,1-3H3,(H,26,28)

Standard InChI Key:  WIOOKHIXSBWQNA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3222268

   4-[3-[(Tert-butylamino)methyl]-5-[(7-chloroquinolin-4-yl)amino]phenyl]-2-oxido-1,2,5-oxadiazol-2-ium-3-carbonitrile

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: 448.91

Molecular Weight (Monoisotopic): 448.1415

AlogP: 4.68

#Rotatable Bonds: 5

Polar Surface Area: 113.71

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.59

CX LogP: 2.64

CX LogD: 0.42

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.43

Np Likeness Score: -1.30

References

1. Mott BT, Cheng KC, Guha R, Kommer VP, Williams DL, Vermeire JJ, Cappello M, Maloney DJ, Rai G, Jadhav A, Simeonov A, Inglese J, Posner GH, Thomas CJ..  (2012)  A furoxan-amodiaquine hybrid as a potential therapeutic for three parasitic diseases().,  3  (12): [PMID:23205265] [10.1039/c2md20238g]

Source

Source(1):

• Scientific Literature