Ipratropium

ID: ALA3085123

PubChem CID: 9969258

Max Phase: Preclinical

Molecular Formula: C20H30ClNO3

Molecular Weight: 332.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[N+]1(C)[C@@H]2CC[C@H]1C[C@@H](OC(=O)C(CO)c1ccccc1)C2.[Cl-]

Standard InChI:  InChI=1S/C20H30NO3.ClH/c1-14(2)21(3)16-9-10-17(21)12-18(11-16)24-20(23)19(13-22)15-7-5-4-6-8-15;/h4-8,14,16-19,22H,9-13H2,1-3H3;1H/q+1;/p-1/t16-,17+,18+,19?,21?;

Standard InChI Key:  MQIPRYDNKGFOGV-WDTICOSOSA-M

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
   12.1770    2.6099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9388    1.8966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4123    0.4653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1376    4.5666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6982    4.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2773    3.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2277    5.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7652    3.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6270    4.1422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2490    3.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3777    3.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7574    3.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3732    4.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7638    1.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1756    1.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5625    5.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9829    5.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7623    0.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0006    1.1801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1741   -0.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9373    0.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7609   -0.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5241   -0.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9359   -0.9612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7303    2.8620    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2474    3.2910    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0437    1.0607    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  6
  1 14  1  0
  2 14  2  0
  3 19  1  0
  4  5  1  0
  4  6  1  0
  4  7  1  0
  4 13  1  0
  5  9  1  0
  5 11  1  0
  6 10  1  0
  6 12  1  0
  7 16  1  0
  7 17  1  0
  8  9  1  0
  8 10  1  0
 11 12  1  0
 14 15  1  0
 15 18  1  0
 15 19  1  0
 18 20  2  0
 18 21  1  0
 20 22  1  0
 21 23  2  0
 22 24  2  0
 23 24  1  0
  6 25  1  1
  5 26  1  6
M  CHG  2   4   1  27  -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: 332.46

Molecular Weight (Monoisotopic): 332.2220

AlogP: 2.85

#Rotatable Bonds: 5

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -1.82

CX LogD: -1.82

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.67

Np Likeness Score: 0.73

References

1. Santana L, González-Díaz H, Quezada E, Uriarte E, Yáñez M, Viña D, Orallo F..  (2008)  Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors.,  51  (21): [PMID:18834112] [10.1021/jm800656v]

2. Ahlin G, Karlsson J, Pedersen JM, Gustavsson L, Larsson R, Matsson P, Norinder U, Bergström CA, Artursson P..  (2008)  Structural requirements for drug inhibition of the liver specific human organic cation transport protein 1.,  51  (19): [PMID:18788725] [10.1021/jm8003152]

Source

Source(1):

• Scientific Literature