(1-Aminooxalyl-3-biphenyl-2-ylmethyl-2-ethyl-indolizin-8-yloxy)-acetic acid

ID: ALA2111799

PubChem CID: 10813678

Max Phase: Preclinical

Molecular Formula: C27H24N2O5

Molecular Weight: 456.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1c(C(=O)C(N)=O)c2cc(OCC(=O)O)ccn2c1Cc1ccccc1-c1ccccc1

Standard InChI:  InChI=1S/C27H24N2O5/c1-2-20-22(14-18-10-6-7-11-21(18)17-8-4-3-5-9-17)29-13-12-19(34-16-24(30)31)15-23(29)25(20)26(32)27(28)33/h3-13,15H,2,14,16H2,1H3,(H2,28,33)(H,30,31)

Standard InChI Key:  JQYRNYCIVCNMAE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.7707   -4.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9758   -3.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7960   -0.5594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0815   -0.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3671   -0.5594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 15 16  2  0
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  7  3  2  0
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  7  8  1  0
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  2  1  2  0
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  4  5  1  0
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  5  6  2  0
 26 27  2  0
 14 15  1  0
 27 28  1  0
  6  7  1  0
 28 29  2  0
 29 24  1  0
 16 24  1  0
  1 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2111799

   2-[2-Ethyl-1-oxamoyl-3-[(2-phenylphenyl)methyl]indolizin-7-yl]oxyacetic acid

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: 456.50

Molecular Weight (Monoisotopic): 456.1685

AlogP: 3.89

#Rotatable Bonds: 9

Polar Surface Area: 111.10

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.24

CX Basic pKa: ┄

CX LogP: 4.10

CX LogD: 0.66

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.29

Np Likeness Score: -0.33

References

1. Hagishita S, Yamada M, Shirahase K, Okada T, Murakami Y, Ito Y, Matsuura T, Wada M, Kato T, Ueno M, Chikazawa Y, Yamada K, Ono T, Teshirogi I, Ohtani M..  (1996)  Potent inhibitors of secretory phospholipase A2: synthesis and inhibitory activities of indolizine and indene derivatives.,  39  (19): [PMID:8809154] [10.1021/jm960395q]

Source

Source(1):

• Scientific Literature