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

ID: ALA399780

PubChem CID: 24745224

Max Phase: Preclinical

Molecular Formula: C22H22N2O4S

Molecular Weight: 410.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/C(=O)c2ccc3c(c2)oc(=O)n3CN2CCSCC2)cc1

Standard InChI:  InChI=1S/C22H22N2O4S/c1-27-18-6-2-16(3-7-18)4-9-20(25)17-5-8-19-21(14-17)28-22(26)24(19)15-23-10-12-29-13-11-23/h2-9,14H,10-13,15H2,1H3/b9-4+

Standard InChI Key:  ZGWVWOPCMJVTJT-RUDMXATFSA-N

Molfile:  

     RDKit          2D

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    1.5923  -18.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3998  -18.6655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9438  -19.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7482  -19.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0094  -18.3330    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4599  -17.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA399780

   6-[(E)-3-(4-methoxyphenyl)prop-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: 410.50

Molecular Weight (Monoisotopic): 410.1300

AlogP: 3.51

#Rotatable Bonds: 6

Polar Surface Area: 64.68

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.31

CX LogP: 3.45

CX LogD: 3.44

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: -1.17

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