2-(7-Methoxy-1-methyl-beta-carbolin-9-yl)acetamide

ID: ALA4517870

PubChem CID: 155541088

Max Phase: Preclinical

Molecular Formula: C15H15N3O2

Molecular Weight: 269.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c3ccnc(C)c3n(CC(N)=O)c2c1

Standard InChI:  InChI=1S/C15H15N3O2/c1-9-15-12(5-6-17-9)11-4-3-10(20-2)7-13(11)18(15)8-14(16)19/h3-7H,8H2,1-2H3,(H2,16,19)

Standard InChI Key:  SOPXXIHSOWBNGI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    4.1671   -3.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1659   -4.3854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8740   -4.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8722   -3.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5808   -3.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5811   -4.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3640   -4.6396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3636   -3.3077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8447   -3.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6608   -3.8909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9971   -3.1406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5110   -2.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6965   -2.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1396   -4.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4579   -4.7935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7505   -4.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6176   -5.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0716   -6.0245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2721   -5.8557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3252   -6.8014    0.0000 N   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  2  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4517870

   ---

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: 269.30

Molecular Weight (Monoisotopic): 269.1164

AlogP: 1.99

#Rotatable Bonds: 3

Polar Surface Area: 70.14

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.08

CX LogP: 0.74

CX LogD: 0.72

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: -0.44

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