Flezelastine

ID: ALA1742475

Cas Number: 135381-77-0

PubChem CID: 60432

Max Phase: Phase

Molecular Formula: C29H30FN3O

Molecular Weight: 455.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c2ccccc2c(Cc2ccc(F)cc2)nn1C1CCCN(CCc2ccccc2)CC1

Standard InChI:  InChI=1S/C29H30FN3O/c30-24-14-12-23(13-15-24)21-28-26-10-4-5-11-27(26)29(34)33(31-28)25-9-6-18-32(20-17-25)19-16-22-7-2-1-3-8-22/h1-5,7-8,10-15,25H,6,9,16-21H2

Standard InChI Key:  HQFSNUYUXXPVKL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
   -1.1208    0.9083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1208    0.1833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7458    1.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7458   -0.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3750    0.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3750    0.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0542    1.7708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4958    1.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7458    1.9875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7458   -0.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1250    0.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8042    1.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7792    1.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3750   -1.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6250   -1.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2583   -2.3417    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9000    1.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6792    2.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0458    2.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5583    1.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1875    1.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167    0.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6250    0.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6250    0.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9167    1.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0542    0.7333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3417    1.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  2  0
  5  3  1  0
  6  5  2  0
  7 12  1  0
  8  1  1  0
  9  3  2  0
 10  4  1  0
 11  8  1  0
 12 11  1  0
 13  7  1  0
 14 10  1  0
 15 22  2  0
 16 15  1  0
 17 13  1  0
 18  5  1  0
 19 14  1  0
 20 14  2  0
 21 19  2  0
 22 20  1  0
 23 17  1  0
 24 26  1  0
 25  6  1  0
 26 27  1  0
 27  8  1  0
 28 23  1  0
 29 23  2  0
 30 18  2  0
 31 30  1  0
 32 28  2  0
 33 29  1  0
 34 33  2  0
  4  6  1  0
  7 24  1  0
 25 31  2  0
 21 15  1  0
 32 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1742475

   FLEZELASTINE

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: 455.58

Molecular Weight (Monoisotopic): 455.2373

AlogP: 5.40

#Rotatable Bonds: 6

Polar Surface Area: 38.13

Molecular Species: BASE

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.27

CX LogP: 5.59

CX LogD: 3.72

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.39

Np Likeness Score: -1.17

References

1. Hu YP, Robert J..  (1995)  Azelastine and flezelastine as reversing agents of multidrug resistance: pharmacological and molecular studies.,  50  (1): [PMID:7632160] [10.1016/0006-2952(95)00130-r]

2. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

Source

Source(2):

• USP Dictionary of USAN and International Drug Names
• TP-search Transporter Database