ID: ALA335181

Max Phase: Preclinical

Molecular Formula: C16H10N2O2

Molecular Weight: 262.27

Molecule Type: Small molecule

Representations

Synonyms (1): 3-Methoxysampangine
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1cnc2c3c(nccc13)C(=O)c1ccccc1-2

Standard InChI:  InChI=1S/C16H10N2O2/c1-20-12-8-18-14-9-4-2-3-5-10(9)16(19)15-13(14)11(12)6-7-17-15/h2-8H,1H3

Standard InChI Key:  FBVVMYZYZXYLIA-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: 262.27

Molecular Weight (Monoisotopic): 262.0742

AlogP: 2.85

#Rotatable Bonds: 1

Polar Surface Area: 52.08

Molecular Species: NEUTRAL

HBA: 4

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 2.37

CX LogP: 2.27

CX LogD: 2.27

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.53

Np Likeness Score: 0.78

References

1. Peterson JR, Zjawiony JK, Liu S, Hufford CD, Clark AM, Rogers RD..  (1992)  Copyrine alkaloids: synthesis, spectroscopic characterization, and antimycotic/antimycobacterial activity of A- and B-ring-functionalized sampangines.,  35  (22): [PMID:1433213] [10.1021/jm00100a012]

2. Muhammad I, Dunbar DC, Takamatsu S, Walker LA, Clark AM..  (2001)  Antimalarial, cytotoxic, and antifungal alkaloids from Duguetia hadrantha.,  64  (5): [PMID:11374943] [10.1021/np000436s]

3. Mishra SK, Tripathi G, Kishore N, Singh RK, Singh A, Tiwari VK..  (2017)  Drug development against tuberculosis: Impact of alkaloids.,  137  [PMID:28628823] [10.1016/j.ejmech.2017.06.005]

Source

Source(1):

• Scientific Literature