[14C]Indacaterol

ID: ALA3527369

PubChem CID: 118753309

Max Phase: Preclinical

Molecular Formula: C24H28N2O3

Molecular Weight: 392.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1cc2c(cc1[14CH2]C)CC(NC[C@H](O)c1ccc(O)c3[nH]c(=O)ccc13)C2

Standard InChI:  InChI=1S/C24H28N2O3/c1-3-14-9-16-11-18(12-17(16)10-15(14)4-2)25-13-22(28)19-5-7-21(27)24-20(19)6-8-23(29)26-24/h5-10,18,22,25,27-28H,3-4,11-13H2,1-2H3,(H,26,29)/t22-/m0/s1/i3+2/t18?,22-

Standard InChI Key:  QZZUEBNBZAPZLX-BJYZFDBASA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   13.4987  -21.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4976  -22.5989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2056  -23.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9153  -22.5984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2039  -21.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9178  -21.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6207  -21.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6160  -20.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9021  -20.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1929  -20.5525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7909  -21.3709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8959  -19.3197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6223  -23.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6210  -23.8254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3307  -22.6007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0378  -23.0105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7461  -22.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4881  -22.9370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8289  -21.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6284  -21.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0307  -22.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8420  -22.3328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2520  -21.6308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8448  -20.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0348  -20.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2540  -20.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0712  -20.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0692  -21.6334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4800  -20.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  1  1  0
  5  6  2  0
  5 10  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  1 11  1  0
  9 12  2  0
  4 13  1  0
 13 14  1  6
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 21  1  0
 20 19  1  0
 19 17  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 24 26  1  0
 26 27  1  0
 23 28  1  0
 28 29  1  0
M  ISO  1  28  14
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: 392.50

Molecular Weight (Monoisotopic): 392.2100

AlogP: 3.15

#Rotatable Bonds: 6

Polar Surface Area: 85.35

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.51

CX Basic pKa: 9.71

CX LogP: 3.26

CX LogD: 2.32

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: 0.35

References

1. Kagan M, Dain J, Peng L, Reynolds C..  (2012)  Metabolism and pharmacokinetics of indacaterol in humans.,  40  (9): [PMID:22648561] [10.1124/dmd.112.046151]

Source

Source(1):

• Scientific Literature