3-Allyl-4,5-bis-(1H-indol-3-yl)-3H-oxazol-2-one

ID: ALA82496

Chembl Id: CHEMBL82496

PubChem CID: 44462320

Max Phase: Preclinical

Molecular Formula: C22H17N3O2

Molecular Weight: 355.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCn1c(-c2c[nH]c3ccccc23)c(-c2c[nH]c3ccccc23)oc1=O

Standard InChI:  InChI=1S/C22H17N3O2/c1-2-11-25-20(16-12-23-18-9-5-3-7-14(16)18)21(27-22(25)26)17-13-24-19-10-6-4-8-15(17)19/h2-10,12-13,23-24H,1,11H2

Standard InChI Key:  CQSKYMOHXLPVDF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA82496

   4,5-bis(1H-indol-3-yl)-3-prop-2-enyl-1,3-oxazol-2-one

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: 355.40

Molecular Weight (Monoisotopic): 355.1321

AlogP: 4.92

#Rotatable Bonds: 4

Polar Surface Area: 66.72

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.58

CX Basic pKa: ┄

CX LogP: 3.75

CX LogD: 3.75

Aromatic Rings: 5

Heavy Atoms: 27

QED Weighted: 0.45

Np Likeness Score: -0.35

References

1. Pereira ER, Sancelme M, Voldoire A, Prudhomme M.  (1997)  Synthesis and antimicrobial activities of 3-N-substituted-4,5-bis(3-indolyl)oxazol-2-ones,  7  (19): [10.1016/S0960-894X(97)10007-5]

Source

Source(1):

• Scientific Literature