Dibutyl-(3-{4-[2-(6-methoxy-benzooxazol-2-yl)-vinyl]-phenoxy}-propyl)-amine hydrochloride

ID: ALA1202647

PubChem CID: 14146351

Max Phase: Preclinical

Molecular Formula: C27H37ClN2O3

Molecular Weight: 436.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN(CCCC)CCCOc1ccc(/C=C/c2nc3ccc(OC)cc3o2)cc1.Cl

Standard InChI:  InChI=1S/C27H36N2O3.ClH/c1-4-6-17-29(18-7-5-2)19-8-20-31-23-12-9-22(10-13-23)11-16-27-28-25-15-14-24(30-3)21-26(25)32-27;/h9-16,21H,4-8,17-20H2,1-3H3;1H/b16-11+;

Standard InChI Key:  PYMFLXCJGYECAJ-YFMOEUEHSA-N

Molfile:  

     RDKit          2D

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   22.2897    0.1962    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.4889    4.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.5552    2.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.3208    1.4667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0855    0.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3503   -1.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1150   -2.4246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5272   -3.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8201    1.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.8519   -1.1920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7138    1.2033    0.0000 O   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
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   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6217    1.4865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6560    0.8780    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
   -1.0028   -1.5132    0.0000 C   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
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0866    0.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5865    0.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
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 32 33  2  0
 33 15  1  0
M  END

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: 436.60

Molecular Weight (Monoisotopic): 436.2726

AlogP: 6.68

#Rotatable Bonds: 14

Polar Surface Area: 47.73

Molecular Species: BASE

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.35

CX LogP: 6.30

CX LogD: 3.45

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.26

Np Likeness Score: -0.73

References

1. Sanfilippo PJ, Urbanski M, Press JB, Hajos ZG, Shriver DA, Scott CK..  (1988)  Synthesis of (aryloxy)alkylamines. 1. Novel antisecretory agents with H+K+-ATPase inhibitory activity.,  31  (9): [PMID:2842503] [10.1021/jm00117a018]

Source

Source(1):

• Scientific Literature