(E)-1-(4-((5-nitrobenzo[d]oxazol-2-yl)amino)phenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one

ID: ALA5191115

Chembl Id: CHEMBL5191115

PubChem CID: 168289393

Max Phase: Preclinical

Molecular Formula: C25H21N3O7

Molecular Weight: 475.46

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)c2ccc(Nc3nc4cc([N+](=O)[O-])ccc4o3)cc2)cc(OC)c1OC

Standard InChI:  InChI=1S/C25H21N3O7/c1-32-22-12-15(13-23(33-2)24(22)34-3)4-10-20(29)16-5-7-17(8-6-16)26-25-27-19-14-18(28(30)31)9-11-21(19)35-25/h4-14H,1-3H3,(H,26,27)/b10-4+

Standard InChI Key:  KYDANJHEGZBZJG-ONNFQVAWSA-N

Alternative Forms

1. Parent:

   

   ALA5191115

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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: 475.46

Molecular Weight (Monoisotopic): 475.1380

AlogP: 5.40

#Rotatable Bonds: 9

Polar Surface Area: 125.96

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.88

CX Basic pKa:

CX LogP: 4.83

CX LogD: 4.83

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.15

Np Likeness Score: -0.79

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