Pegaharmine J

ID: ALA4066450

Chembl Id: CHEMBL4066450

PubChem CID: 129762063

Max Phase: Preclinical

Molecular Formula: C13H12N2O2

Molecular Weight: 228.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)[nH]c1c(CO)nccc12

Standard InChI:  InChI=1S/C13H12N2O2/c1-17-8-2-3-9-10-4-5-14-12(7-16)13(10)15-11(9)6-8/h2-6,15-16H,7H2,1H3

Standard InChI Key:  OYJUPQUBVKLDQY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4066450

   ---

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: 228.25

Molecular Weight (Monoisotopic): 228.0899

AlogP: 2.22

#Rotatable Bonds: 2

Polar Surface Area: 58.14

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.68

CX Basic pKa: 5.16

CX LogP: 1.03

CX LogD: 1.03

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.71

Np Likeness Score: 0.41

References

1. Wang KB, Li DH, Bao Y, Cao F, Wang WJ, Lin C, Bin W, Bai J, Pei YH, Jing YK, Yang D, Li ZL, Hua HM..  (2017)  Structurally Diverse Alkaloids from the Seeds of Peganum harmala.,  80  (2): [PMID:28128938] [10.1021/acs.jnatprod.6b01146]

2. Kumar K, Wang P, Sanchez R, Swartz EA, Stewart AF, DeVita RJ..  (2018)  Development of Kinase-Selective, Harmine-Based DYRK1A Inhibitors that Induce Pancreatic Human β-Cell Proliferation.,  61  (17): [PMID:30059217] [10.1021/acs.jmedchem.8b00658]

3. 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]

4. Beato A, Gori A, Boucherle B, Peuchmaur M, Haudecoeur R..  (2021)  β-Carboline as a Privileged Scaffold for Multitarget Strategies in Alzheimer's Disease Therapy.,  64  (3.0): [PMID:33528252] [10.1021/acs.jmedchem.0c01887]

5. Kumar K, Suebsuwong C, Wang P, Garcia-Ocana A, Stewart AF, DeVita RJ..  (2021)  DYRK1A Inhibitors as Potential Therapeutics for β-Cell Regeneration for Diabetes.,  64  (6.0): [PMID:33682417] [10.1021/acs.jmedchem.0c02050]

Source

Source(1):

• Scientific Literature