[N-methyl-11C](R)-1-(10,11-dihydro-dibenz[b,f]azepin-5-yl)-3-methylamino-propan-2-ol

ID: ALA376903

PubChem CID: 44422454

Max Phase: Preclinical

Molecular Formula: C18H22N2O

Molecular Weight: 282.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [11CH3]NC[C@@H](O)CN1c2ccccc2CCc2ccccc21

Standard InChI:  InChI=1S/C18H22N2O/c1-19-12-16(21)13-20-17-8-4-2-6-14(17)10-11-15-7-3-5-9-18(15)20/h2-9,16,19,21H,10-13H2,1H3/t16-/m1/s1/i1-1

Standard InChI Key:  MPEVJCKYRIDFRP-XNJXNPSASA-N

Molfile:  

     RDKit          2D

 21 23  0  0  1  0  0  0  0  0999 V2000
    8.8790   -0.5127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6843   -0.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8689   -2.3683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0374   -1.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6751   -2.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1323   -2.8686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9560   -2.8127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3202   -2.0666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8567   -1.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2249   -1.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2317   -1.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5197   -0.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8003   -1.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7974   -1.8410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5100   -2.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8803   -3.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6008   -3.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6115   -4.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3322   -4.8253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3429   -5.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3107   -3.1748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0
 11 12  1  0
  2  4  1  0
 12 13  2  0
  5  6  1  0
 13 14  1  0
 11  1  1  0
 14 15  2  0
 15 10  1  0
  6  7  2  0
  3 16  1  0
 10  3  1  0
 16 17  1  0
  7  8  1  0
 17 18  1  0
  3  5  1  0
 18 19  1  0
  8  9  2  0
 19 20  1  0
  9  4  1  0
 17 21  1  6
  1  2  1  0
 10 11  2  0
M  ISO  1  20  11
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: 282.39

Molecular Weight (Monoisotopic): 282.1732

AlogP: 2.50

#Rotatable Bonds: 4

Polar Surface Area: 35.50

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.40

CX LogP: 3.21

CX LogD: 1.23

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.90

Np Likeness Score: -0.22

References

1. Schou M, Pike VW, Sóvágó J, Gulyás B, Gallagher PT, Dobson DR, Walter MW, Rudyk H, Farde L, Halldin C..  (2007)  Synthesis of 11C-labelled (R)-OHDMI and CFMME and their evaluation as candidate radioligands for imaging central norepinephrine transporters with PET.,  15  (2): [PMID:17123820] [10.1016/j.bmc.2006.10.065]

Source

Source(1):

• Scientific Literature