ID: ALA465679

Max Phase: Preclinical

Molecular Formula: C11H13N5O

Molecular Weight: 231.26

Molecule Type: Small molecule

Representations

Synonyms (1): Clathrodin
Synonyms from Alternative Forms(1):

Canonical SMILES:  Nc1ncc(/C=C/CNC(=O)c2ccc[nH]2)[nH]1

Standard InChI:  InChI=1S/C11H13N5O/c12-11-15-7-8(16-11)3-1-6-14-10(17)9-4-2-5-13-9/h1-5,7,13H,6H2,(H,14,17)(H3,12,15,16)/b3-1+

Standard InChI Key:  PJKFCZYTTBYEHL-HNQUOIGGSA-N

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

Properties

Molecular Weight: 231.26

Molecular Weight (Monoisotopic): 231.1120

AlogP: 0.76

#Rotatable Bonds: 4

Polar Surface Area: 99.59

Molecular Species: BASE

HBA: 3

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.95

CX Basic pKa: 9.01

CX LogP: 0.04

CX LogD: -0.94

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.62

Np Likeness Score: 0.34

References

1. Morales JJ, Rodriguez AD.  (1991)  The Structure of Clathrodin, a Novel Alkaloid Isolated from the Caribbean Sea Sponge Agelas clathrodes,  54  (2): [10.1021/np50074a051]

2. Tomasic T, Nabergoj D, Vrbek S, Zidar N, Jakopin Z, Zula A, Hodnik Z, Jukic M, Anderluh M, Ilas J, Dolenc MS, Peluso J, Ubeaud-Sequier G, Muller CD, Masic LP, Kikelj D.  (2015)  Analogues of the marine alkaloids oroidin, clathrodin, and hymenidin induce apoptosis in human HepG2 and THP-1 cancer cells,  6  (1): [10.1039/C4MD00286E]

3. Zidar N, Žula A, Tomašič T, Rogers M, Kirby RW, Tytgat J, Peigneur S, Kikelj D, Ilaš J, Mašič LP..  (2017)  Clathrodin, hymenidin and oroidin, and their synthetic analogues as inhibitors of the voltage-gated potassium channels.,  139  [PMID:28802123] [10.1016/j.ejmech.2017.08.015]

4. Lu WY, Li HJ, Li QY, Wu YC..  (2021)  Application of marine natural products in drug research.,  35  [PMID:33588288] [10.1016/j.bmc.2021.116058]

Source

Source(1):

• Scientific Literature