ID: ALA12578

Max Phase: Preclinical

Molecular Formula: C19H18N2O2

Molecular Weight: 306.37

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)C1Cc2c([nH]c3ccccc23)C(c2ccccc2)N1

Standard InChI:  InChI=1S/C19H18N2O2/c1-23-19(22)16-11-14-13-9-5-6-10-15(13)20-18(14)17(21-16)12-7-3-2-4-8-12/h2-10,16-17,20-21H,11H2,1H3

Standard InChI Key:  PKHHJECXXHOADW-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

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

Properties

Molecular Weight: 306.37

Molecular Weight (Monoisotopic): 306.1368

AlogP: 2.94

#Rotatable Bonds: 2

Polar Surface Area: 54.12

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 4.67

CX LogP: 3.21

CX LogD: 3.21

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.72

Np Likeness Score: 0.22

References

1. Cain M, Weber RW, Guzman F, Cook JM, Barker SA, Rice KC, Crawley JN, Paul SM, Skolnick P..  (1982)  Beta-carbolines: synthesis and neurochemical and pharmacological actions on brain benzodiazepine receptors.,  25  (9): [PMID:6127411] [10.1021/jm00351a015]

2. Cain M, Weber RW, Guzman F, Cook JM, Barker SA, Rice KC, Crawley JN, Paul SM, Skolnick P..  (1982)  Beta-carbolines: synthesis and neurochemical and pharmacological actions on brain benzodiazepine receptors.,  25  (9): [PMID:6127411] [10.1021/jm00351a015]

3. Zeng Y, Zhang Y, Weng Q, Hu M, Zhong G..  (2010)  Cytotoxic and insecticidal activities of derivatives of harmine, a natural insecticidal component isolated from Peganum harmala.,  15  (11): [PMID:21060288] [10.3390/molecules15117775]

4. Zhao Y, Ye F, Xu J, Liao Q, Chen L, Zhang W, Sun H, Liu W, Feng F, Qu W..  (2018)  Design, synthesis and evaluation of novel bivalent β-carboline derivatives as multifunctional agents for the treatment of Alzheimer's disease.,  26  (13): [PMID:29960728] [10.1016/j.bmc.2018.06.018]

Source

Source(1):

• Scientific Literature