N-Methyl-3-(7-methoxy-1-methyl-beta-carbolin-9-yl)propylamine

ID: ALA4566933

PubChem CID: 155543861

Max Phase: Preclinical

Molecular Formula: C17H21N3O

Molecular Weight: 283.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNCCCn1c2cc(OC)ccc2c2ccnc(C)c21

Standard InChI:  InChI=1S/C17H21N3O/c1-12-17-15(7-9-19-12)14-6-5-13(21-3)11-16(14)20(17)10-4-8-18-2/h5-7,9,11,18H,4,8,10H2,1-3H3

Standard InChI Key:  NJIUUNYIVAFWTQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   30.9322  -22.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9310  -23.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6391  -24.1965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6373  -22.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3459  -22.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3461  -23.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1291  -24.0417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1287  -22.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6097  -23.3769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4259  -23.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7621  -22.5427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2761  -21.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4616  -21.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9047  -23.9553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2230  -24.1956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5156  -23.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3827  -24.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8367  -25.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0903  -26.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5443  -26.8115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7978  -27.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  9  1  0
  8  5  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 10 14  1  0
  2 15  1  0
 15 16  1  0
  7 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4566933

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 283.37

Molecular Weight (Monoisotopic): 283.1685

AlogP: 3.12

#Rotatable Bonds: 5

Polar Surface Area: 39.08

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.38

CX LogP: 1.77

CX LogD: -1.04

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.73

Np Likeness Score: -0.12

References

1. Kumar K, Wang P, Wilson J, Zlatanic V, Berrouet C, Khamrui S, Secor C, Swartz EA, Lazarus M, Sanchez R, Stewart AF, Garcia-Ocana A, DeVita RJ..  (2020)  Synthesis and Biological Validation of a Harmine-Based, Central Nervous System (CNS)-Avoidant, Selective, Human β-Cell Regenerative Dual-Specificity Tyrosine Phosphorylation-Regulated Kinase A (DYRK1A) Inhibitor.,  63  (6): [PMID:32003560] [10.1021/acs.jmedchem.9b01379]

Source

Source(1):

• Scientific Literature