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

ID: ALA4552025

PubChem CID: 155555367

Max Phase: Preclinical

Molecular Formula: C19H23N3O2

Molecular Weight: 325.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c3ccnc(C)c3n(CCCN(C)C(C)=O)c2c1

Standard InChI:  InChI=1S/C19H23N3O2/c1-13-19-17(8-9-20-13)16-7-6-15(24-4)12-18(16)22(19)11-5-10-21(3)14(2)23/h6-9,12H,5,10-11H2,1-4H3

Standard InChI Key:  SYQIIYUWXQPERX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   12.9498   -4.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9487   -5.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6567   -5.8014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6549   -4.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3636   -4.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3638   -5.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1468   -5.6467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1464   -4.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6274   -4.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4436   -4.8979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7798   -4.1477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2937   -3.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4792   -3.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9223   -5.5602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2407   -5.8005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5333   -5.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4004   -6.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8544   -7.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1079   -7.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5619   -8.4164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8155   -9.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6151   -9.3621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2695   -9.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7624   -8.2476    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
 21 22  2  0
 21 23  1  0
 20 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4552025

   ---

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: 325.41

Molecular Weight (Monoisotopic): 325.1790

AlogP: 3.37

#Rotatable Bonds: 5

Polar Surface Area: 47.36

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.11

CX LogP: 1.38

CX LogD: 1.36

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.72

Np Likeness Score: -0.51

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