(E)-1-(4-((5-(tert-butyl)benzo[d]oxazol-2-yl)amino)phenyl)-3-(5-nitrofuran-2-yl)prop-2-en-1-one

ID: ALA5196459

Chembl Id: CHEMBL5196459

PubChem CID: 168286322

Max Phase: Preclinical

Molecular Formula: C24H21N3O5

Molecular Weight: 431.45

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc2oc(Nc3ccc(C(=O)/C=C/c4ccc([N+](=O)[O-])o4)cc3)nc2c1

Standard InChI:  InChI=1S/C24H21N3O5/c1-24(2,3)16-6-12-21-19(14-16)26-23(32-21)25-17-7-4-15(5-8-17)20(28)11-9-18-10-13-22(31-18)27(29)30/h4-14H,1-3H3,(H,25,26)/b11-9+

Standard InChI Key:  VSHTZCIJQGHLSO-PKNBQFBNSA-N

Alternative Forms

1. Parent:

   

   ALA5196459

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 431.45

Molecular Weight (Monoisotopic): 431.1481

AlogP: 6.27

#Rotatable Bonds: 6

Polar Surface Area: 111.41

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.14

CX Basic pKa:

CX LogP: 6.00

CX LogD: 5.99

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.17

Np Likeness Score: -1.33

References

1. Kumar Sahoo S, Maddipatla S, Nageswara Rao Gajula S, Naiyaz Ahmad M, Kaul G, Nanduri S, Sonti R, Dasgupta A, Chopra S, Madhavi Yaddanapudi V..  (2022)  Identification of nitrofuranylchalcone tethered benzoxazole-2-amines as potent inhibitors of drug resistant Mycobacterium tuberculosis demonstrating bactericidal efficacy.,  64  [PMID:35487101] [10.1016/j.bmc.2022.116777]

Source

Source(1):

• Scientific Literature