2-methoxy-4-((2-(naphthalen-2-yl)-5-oxooxazol-4(5H)-ylidene)methyl)phenyl acetate

ID: ALA1668292

PubChem CID: 1722656

Max Phase: Preclinical

Molecular Formula: C23H17NO5

Molecular Weight: 387.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C2/N=C(c3ccc4ccccc4c3)OC2=O)ccc1OC(C)=O

Standard InChI:  InChI=1S/C23H17NO5/c1-14(25)28-20-10-7-15(12-21(20)27-2)11-19-23(26)29-22(24-19)18-9-8-16-5-3-4-6-17(16)13-18/h3-13H,1-2H3/b19-11+

Standard InChI Key:  XLXGKRFHMPAUSZ-YBFXNURJSA-N

Molfile:  

     RDKit          2D

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   10.5435   -4.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5407   -4.0915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8254   -3.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.9298   -4.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3993   -3.6828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3979   -5.3342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7127   -5.1153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2030   -4.4519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7234   -3.7805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9365   -4.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6838   -4.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3991   -2.8580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6846   -2.4457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.2730   -3.5398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   14.4314   -5.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2555   -5.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4405   -3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2633   -3.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6734   -4.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4998   -4.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9167   -3.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5014   -3.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6764   -3.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 14  8  1  0
  4  7  1  0
 10 15  1  0
  3  4  2  0
  9 16  1  0
  7  8  2  0
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 16 18  1  0
  1  9  1  0
 14 19  2  0
  4  5  1  0
 12 20  1  0
  2 10  1  0
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  8 11  1  0
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  2  3  1  0
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 23 20  1  0
  5  6  2  0
  6  1  1  0
 24 25  1  0
  1  2  2  0
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 11 12  2  0
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 12 13  1  0
 27 28  1  0
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 28 29  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1668292

   2-methoxy-4-((2-(naphthalen-2-yl)-5-oxooxazol-4(5H)-ylidene)methyl)phenyl acetate

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: 387.39

Molecular Weight (Monoisotopic): 387.1107

AlogP: 4.12

#Rotatable Bonds: 4

Polar Surface Area: 74.19

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.28

CX LogD: 4.28

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.38

Np Likeness Score: -0.48

References

1. Chu Y, Chen X, Yang Y, Tang Y..  (2011)  Identification of small molecular inhibitors for Ero1p by structure-based virtual screening.,  21  (4): [PMID:21269829] [10.1016/j.bmcl.2010.12.129]

Source

Source(1):

• Scientific Literature