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

ID: ALA4100834

PubChem CID: 45137909

Max Phase: Preclinical

Molecular Formula: C29H39N3O3

Molecular Weight: 477.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1cc(-c2nc3ccc(OCCCN4CCCCC4)cc3o2)ccc1OCCCN1CCCCC1

Standard InChI:  InChI=1S/C29H39N3O3/c1-3-15-31(16-4-1)19-7-21-33-25-11-9-24(10-12-25)29-30-27-14-13-26(23-28(27)35-29)34-22-8-20-32-17-5-2-6-18-32/h9-14,23H,1-8,15-22H2

Standard InChI Key:  MUUCWDTTXKQBAS-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4100834

   6-(3-Piperidin-1-ylpropoxy)-2-[4-(3-piperidin-1-ylpropoxy)phenyl]-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: 477.65

Molecular Weight (Monoisotopic): 477.2991

AlogP: 6.00

#Rotatable Bonds: 11

Polar Surface Area: 50.97

Molecular Species: BASE

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.48

CX LogP: 4.89

CX LogD: 1.34

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.32

Np Likeness Score: -1.05

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]

2. Pal S, Paul B, Bandopadhyay P, Preethy N, Sarkar D, Rahaman O, Goon S, Roy S, Ganguly D, Talukdar A..  (2021)  Synthesis and characterization of new potent TLR7 antagonists based on analysis of the binding mode using biomolecular simulations.,  210  [PMID:33189437] [10.1016/j.ejmech.2020.112978]

Source

Source(1):

• Scientific Literature