isoproterenol (+)-bitartrate R (-)

ID: ALA2062275

PubChem CID: 21124059

Max Phase: Preclinical

Molecular Formula: C15H23NO9

Molecular Weight: 211.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)NC[C@H](O)c1ccc(O)c(O)c1.O=C(O)C(O)C(O)C(=O)O

Standard InChI:  InChI=1S/C11H17NO3.C4H6O6/c1-7(2)12-6-11(15)8-3-4-9(13)10(14)5-8;5-1(3(7)8)2(6)4(9)10/h3-5,7,11-15H,6H2,1-2H3;1-2,5-6H,(H,7,8)(H,9,10)/t11-;/m0./s1

Standard InChI Key:  LBOPECYONBDFEM-MERQFXBCSA-N

Molfile:  

     RDKit          2D

 25 24  0  0  0  0  0  0  0  0999 V2000
   15.4207   -8.7147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9918   -9.5397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8496  -12.0147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2785  -11.1898    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1352  -10.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4207   -9.5397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7063   -9.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1352   -9.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8497  -11.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4207  -11.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7063  -10.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5642  -10.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9931  -10.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7075  -11.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9931   -9.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4414  -11.5334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7270   -9.4708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8704  -10.7083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1559   -9.4708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2980  -10.2958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0125  -11.5333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0125  -10.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7270  -10.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4414  -10.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1559  -10.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0
  2  7  1  0
  9  3  1  6
  4 12  1  0
  4 13  1  0
  5  8  2  0
  5  9  1  0
  5 10  1  0
  6  7  2  0
  6  8  1  0
  7 11  1  0
  9 12  1  0
 10 11  2  0
 13 14  1  0
 13 15  1  0
 22 20  2  0
 23 17  1  0
 24 16  1  0
 22 21  1  0
 24 25  1  0
 23 24  1  0
 25 19  1  0
 22 23  1  0
 25 18  2  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: 211.26

Molecular Weight (Monoisotopic): 211.1208

AlogP: 1.13

#Rotatable Bonds: 4

Polar Surface Area: 72.72

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.81

CX Basic pKa: 8.96

CX LogP: 0.24

CX LogD: -0.99

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.56

Np Likeness Score: 0.50

References

1. 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]

2. Diamandis P, Wildenhain J, Clarke ID, Sacher AG, Graham J, Bellows DS, Ling EK, Ward RJ, Jamieson LG, Tyers M, Dirks PB..  (2007)  Chemical genetics reveals a complex functional ground state of neural stem cells.,  3  (5): [PMID:17417631] [10.1038/nchembio873]

3. Yuan J, Johnson RL, Huang R, Wichterman J, Jiang H, Hayton K, Fidock DA, Wellems TE, Inglese J, Austin CP, Su XZ..  (2009)  Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.,  5  (10): [PMID:19734910] [10.1038/nchembio.215]

4. PubChem BioAssay data set, 

5. PubChem BioAssay data set, 

6. PubChem BioAssay data set, 

7. PubChem BioAssay data set, 

8. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays