6-(3-phenyl-2-propenoyl)-3-(4-thiomorpholinylmethyl)-2(3H)-benzoxazolone

ID: ALA249756

PubChem CID: 24745066

Max Phase: Preclinical

Molecular Formula: C21H20N2O3S

Molecular Weight: 380.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccccc1)c1ccc2c(c1)oc(=O)n2CN1CCSCC1

Standard InChI:  InChI=1S/C21H20N2O3S/c24-19(9-6-16-4-2-1-3-5-16)17-7-8-18-20(14-17)26-21(25)23(18)15-22-10-12-27-13-11-22/h1-9,14H,10-13,15H2/b9-6+

Standard InChI Key:  XNNFIMSALCDNKV-RMKNXTFCSA-N

Molfile:  

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   -1.1544   -7.8989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6073   -8.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1970   -8.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4583   -7.5698    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA249756

   6-[(E)-3-phenylprop-2-enoyl]-3-(thiomorpholin-4-ylmethyl)-1,3-benzoxazol-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: 380.47

Molecular Weight (Monoisotopic): 380.1195

AlogP: 3.50

#Rotatable Bonds: 5

Polar Surface Area: 55.45

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.31

CX LogP: 3.60

CX LogD: 3.60

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.50

Np Likeness Score: -1.26

References

1. Ivanova Y, Momekov G, Petrov O, Karaivanova M, Kalcheva V..  (2007)  Cytotoxic Mannich bases of 6-(3-aryl-2-propenoyl)-2(3H)-benzoxazolones.,  42  (11): [PMID:17459529] [10.1016/j.ejmech.2007.02.019]

Source

Source(1):

• Scientific Literature