10-hydroxynortriptyline

ID: ALA5174395

Cas Number: 47132-16-1

PubChem CID: 6440567

Max Phase: Preclinical

Molecular Formula: C19H21NO

Molecular Weight: 279.38

Names and Identifiers

Canonical SMILES:  CNCC/C=C1\c2ccccc2CC(O)c2ccccc21

Standard InChI:  InChI=1S/C19H21NO/c1-20-12-6-11-16-15-8-3-2-7-14(15)13-19(21)18-10-5-4-9-17(16)18/h2-5,7-11,19-21H,6,12-13H2,1H3/b16-11+

Standard InChI Key:  VAGXZGJKNUNLHK-LFIBNONCSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    1.4162   -2.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4162   -2.0900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7012   -1.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7012   -0.8524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0137   -0.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0137    0.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7562    0.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3612    0.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1312    0.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3237    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7187    1.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9212    1.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4262    2.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3987    2.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9212    1.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7187    1.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3237    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1312    0.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3612    0.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7562    0.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8112    2.9150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  7 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 15 20  1  0
  6 20  1  0
 14 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5174395

   E-10-Hydroxynortriptyline

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 279.38

Molecular Weight (Monoisotopic): 279.1623

AlogP: 3.32

#Rotatable Bonds: 3

Polar Surface Area: 32.26

Molecular Species: BASE

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.47

CX LogP: 3.20

CX LogD: 0.35

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.84

Np Likeness Score: 0.92

References

1. Gebauer L, Jensen O, Brockmöller J, Dücker C..  (2022)  Substrates and Inhibitors of the Organic Cation Transporter 3 and Comparison with OCT1 and OCT2.,  65  (18.0): [PMID:36067397] [10.1021/acs.jmedchem.2c01075]

Source

Source(1):

• Scientific Literature