2-(4-((1-Hexyl-1H-1,2,3-triazol-4yl)methoxy)phenyl)naphtho[1,2-d]oxazole

ID: ALA2430645

PubChem CID: 73353840

Max Phase: Preclinical

Molecular Formula: C26H26N4O2

Molecular Weight: 426.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCn1cc(COc2ccc(-c3nc4c(ccc5ccccc54)o3)cc2)nn1

Standard InChI:  InChI=1S/C26H26N4O2/c1-2-3-4-7-16-30-17-21(28-29-30)18-31-22-13-10-20(11-14-22)26-27-25-23-9-6-5-8-19(23)12-15-24(25)32-26/h5-6,8-15,17H,2-4,7,16,18H2,1H3

Standard InChI Key:  RPHDMMWFPSUKGV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   14.8714   -6.4482    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0094   -5.6410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2754   -5.2491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6859   -5.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1583   -4.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4000   -4.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2830   -3.3096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5163   -3.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.6368   -1.8717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2430645

   2-[4-[(1-Hexyltriazol-4-yl)methoxy]phenyl]benzo[e][1,3]benzoxazole

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: 426.52

Molecular Weight (Monoisotopic): 426.2056

AlogP: 6.40

#Rotatable Bonds: 9

Polar Surface Area: 65.97

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.15

CX LogP: 6.24

CX LogD: 6.24

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.26

Np Likeness Score: -1.27

References

1. Madabhushi S, Chinthala N, Kanwal A, Kaur G, Banerjee SK.  (2013)  Synthesis and characterization of 2-(4-((1-alkyl or aryl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)naphtho[1,2-d]oxazoles for protein tyrosine phosphatase 1B inhibitory activity,  [10.1007/s00044-013-0784-0]

Source

Source(1):

• Scientific Literature