Oxitropium bromide

ID: ALA1697846

Cas Number: 30286-75-0

PubChem CID: 5311335

Max Phase: Preclinical

Molecular Formula: C19H26BrNO4

Molecular Weight: 332.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[N+]1(C)[C@H]2C[C@@H](OC(=O)[C@H](CO)c3ccccc3)C[C@H]1[C@H]1O[C@H]12.[Br-]

Standard InChI:  InChI=1S/C19H26NO4.BrH/c1-3-20(2)15-9-13(10-16(20)18-17(15)24-18)23-19(22)14(11-21)12-7-5-4-6-8-12;/h4-8,13-18,21H,3,9-11H2,1-2H3;1H/q+1;/p-1/t13-,14-,15+,16+,17+,18-,20?;/m1./s1

Standard InChI Key:  LCELQERNWLBPSY-JCVZXPHJSA-M

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
    2.7402   -0.8545    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.5393   -2.0740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1261   -2.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3011   -2.7872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5379   -3.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1247   -4.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5365   -4.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1233   -5.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2983   -5.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8865   -4.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2997   -4.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3629   -3.5037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7747   -4.2186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7143   -2.0740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3018   -1.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5049   -1.5730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9174   -1.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2029   -2.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2914   -0.7761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5115   -1.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2920   -1.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0949   -1.2771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2920   -0.1928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5049    0.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3018    0.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5049   -0.5730    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2029   -1.2730    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4730   -2.3430    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0973   -1.0672    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  6 11  1  0
  5 12  1  6
 12 13  1  0
 14  2  1  1
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 16 19  1  0
 19 18  1  0
 18 20  1  0
 16 21  1  0
 21 20  1  0
 20 22  1  0
 21 22  1  0
 19 23  1  0
 19 24  1  0
 24 25  1  0
 16 26  1  6
 18 27  1  6
 21 28  1  6
 20 29  1  6
M  CHG  2   1  -1  19   1
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: 332.42

Molecular Weight (Monoisotopic): 332.1856

AlogP: 1.45

#Rotatable Bonds: 5

Polar Surface Area: 59.06

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -2.91

CX LogD: -2.91

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.50

Np Likeness Score: 1.04

References

1. Kruhlak NL, Choi SS, Contrera JF, Weaver JL, Willard JM, Hastings KL, Sancilio LF..  (2008)  Development of a phospholipidosis database and predictive quantitative structure-activity relationship (QSAR) models.,  18  (2): [PMID:20020916] [10.1080/15376510701857262]

Source

Source(1):

• Scientific Literature