2-(4-((1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyl)-1H-1,2,3-triazol-4yl)methoxy)phenyl)naphtho[1,2-d]oxazole

ID: ALA2430647

PubChem CID: 73355373

Max Phase: Preclinical

Molecular Formula: C30H17F17N4O2

Molecular Weight: 788.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)CCn1cc(COc2ccc(-c3nc4c(ccc5ccccc54)o3)cc2)nn1

Standard InChI:  InChI=1S/C30H17F17N4O2/c31-23(32,24(33,34)25(35,36)26(37,38)27(39,40)28(41,42)29(43,44)30(45,46)47)11-12-51-13-17(49-50-51)14-52-18-8-5-16(6-9-18)22-48-21-19-4-2-1-3-15(19)7-10-20(21)53-22/h1-10,13H,11-12,14H2

Standard InChI Key:  AZSUNFUFTIBDJI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 53 57  0  0  0  0  0  0  0  0999 V2000
    1.6047  -13.8681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6035  -14.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3215  -15.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3197  -13.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0299  -13.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0307  -14.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7408  -15.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4590  -14.6906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7436  -13.4551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4571  -13.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0734  -13.3080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7313  -12.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9162  -12.6469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1826  -11.8737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0090  -11.9215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4602  -11.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0876  -10.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2595  -10.4461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8079  -11.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5505   -9.8017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3784   -9.8557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8329   -9.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6493   -9.0475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7874   -8.2399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0530   -7.8478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4632   -8.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9360   -7.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1772   -6.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0602   -5.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2932   -5.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7117   -5.4016    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.7412   -5.1461    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.1780   -4.7823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4141   -4.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6419   -6.1043    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.4725   -5.4941    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.8304   -4.2757    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.8615   -4.0212    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2989   -3.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7640   -4.9807    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5943   -4.3714    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5350   -3.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4198   -2.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6559   -2.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9501   -3.1513    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.9814   -2.8990    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8821   -3.8577    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.7181   -3.2451    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.0697   -2.0269    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1017   -1.7727    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9571   -1.9423    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.3976   -1.4003    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8981   -2.6381    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8 10  1  0
  9  5  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 22  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
 30 33  1  0
 33 34  1  0
 30 35  1  0
 30 36  1  0
 33 37  1  0
 33 38  1  0
 34 39  1  0
 34 40  1  0
 34 41  1  0
 39 42  1  0
 42 43  1  0
 43 44  1  0
 39 45  1  0
 39 46  1  0
 42 47  1  0
 42 48  1  0
 43 49  1  0
 43 50  1  0
 44 51  1  0
 44 52  1  0
 44 53  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2430647

   2-[4-[[1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyl)triazol-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: 788.46

Molecular Weight (Monoisotopic): 788.1080

AlogP: 10.22

#Rotatable Bonds: 13

Polar Surface Area: 65.97

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 0.15

CX LogP: 10.16

CX LogD: 10.16

Aromatic Rings: 5

Heavy Atoms: 53

QED Weighted: 0.11

Np Likeness Score: -0.83

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