5-((1H-indol-3-yl)methyl)-3-(4'-ethoxybiphenyl-3-yl)-1,2,4-oxadiazole

ID: ALA3758728

PubChem CID: 127028022

Max Phase: Preclinical

Molecular Formula: C25H21N3O2

Molecular Weight: 395.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccc(-c2cccc(-c3noc(Cc4c[nH]c5ccccc45)n3)c2)cc1

Standard InChI:  InChI=1S/C25H21N3O2/c1-2-29-21-12-10-17(11-13-21)18-6-5-7-19(14-18)25-27-24(30-28-25)15-20-16-26-23-9-4-3-8-22(20)23/h3-14,16,26H,2,15H2,1H3

Standard InChI Key:  YCJGLLBMMMOWGR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.2542   -4.2907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0456   -2.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7409   -1.9129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4119   -2.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6896   -2.8088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 22 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3758728

   ---

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: 395.46

Molecular Weight (Monoisotopic): 395.1634

AlogP: 5.87

#Rotatable Bonds: 6

Polar Surface Area: 63.94

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.09

CX LogD: 6.09

Aromatic Rings: 5

Heavy Atoms: 30

QED Weighted: 0.39

Np Likeness Score: -1.30

References

1. Zhang L, Jiang CS, Gao LX, Gong JX, Wang ZH, Li JY, Li J, Li XW, Guo YW..  (2016)  Design, synthesis and in vitro activity of phidianidine B derivatives as novel PTP1B inhibitors with specific selectivity.,  26  (3): [PMID:26774579] [10.1016/j.bmcl.2015.12.097]

Source

Source(1):

• Scientific Literature