6-(3-(1H-imidazol-1yl)propoxy)-2-(4-(3-(1H-imidazol-1-yl)propoxy)phenyl)benzo[d]-oxazole

ID: ALA4099716

PubChem CID: 137659544

Max Phase: Preclinical

Molecular Formula: C25H25N5O3

Molecular Weight: 443.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1cn(CCCOc2ccc(-c3nc4ccc(OCCCn5ccnc5)cc4o3)cc2)cn1

Standard InChI:  InChI=1S/C25H25N5O3/c1(11-29-13-9-26-18-29)15-31-21-5-3-20(4-6-21)25-28-23-8-7-22(17-24(23)33-25)32-16-2-12-30-14-10-27-19-30/h3-10,13-14,17-19H,1-2,11-12,15-16H2

Standard InChI Key:  KJLLRWFPCOJOLG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   12.7299  -12.5813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2498  -11.9197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4726  -12.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.5471  -12.5813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9557  -11.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.4819  -10.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.2245  -10.4616    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3494  -13.3985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6403  -12.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9354  -13.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2263  -12.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4332  -14.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6348  -14.3819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2262  -13.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7699  -13.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5172  -13.3985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  1  0
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  2 10  1  0
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 29 30  2  0
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 31 32  2  0
 32 33  1  0
 29 33  1  0
 28 33  1  0
  7 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4099716

   ---

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: 443.51

Molecular Weight (Monoisotopic): 443.1957

AlogP: 4.83

#Rotatable Bonds: 11

Polar Surface Area: 80.13

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.83

CX LogP: 2.96

CX LogD: 2.88

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.27

Np Likeness Score: -1.23

References

1. Roy S, Mukherjee A, Paul B, Rahaman O, Roy S, Maithri G, Ramya B, Pal S, Ganguly D, Talukdar A..  (2017)  Design and development of benzoxazole derivatives with toll-like receptor 9 antagonism.,  134  [PMID:28437629] [10.1016/j.ejmech.2017.03.086]

Source

Source(1):

• Scientific Literature