ID: ALA4208190

Max Phase: Preclinical

Molecular Formula: C11H17N3O8

Molecular Weight: 319.27

Molecule Type: Small molecule

Representations

Canonical SMILES:  NC1=N[C@H](O)[C@H]2[C@H]3O[C@]4(O)O[C@@H]([C@H](O)[C@@]2(N1)[C@@H]4O)[C@]3(O)CO

Standard InChI:  InChI=1S/C11H17N3O8/c12-8-13-6(17)2-4-9(19,1-15)5-3(16)10(2,14-8)7(18)11(20,21-4)22-5/h2-7,15-20H,1H2,(H3,12,13,14)/t2-,3+,4-,5+,6-,7+,9+,10-,11+/m1/s1

Standard InChI Key:  CFMYXEVWODSLAX-QYIGHCJRSA-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: 319.27

Molecular Weight (Monoisotopic): 319.1016

AlogP: -5.52

#Rotatable Bonds: 1

Polar Surface Area: 190.25

Molecular Species: BASE

HBA: 11

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.30

CX Basic pKa: 9.62

CX LogP: -4.81

CX LogD: -6.55

Aromatic Rings: 0

Heavy Atoms: 22

QED Weighted: 0.23

Np Likeness Score: 2.74

References

1. Fiorino F, Magli E, Kędzierska E, Ciano A, Corvino A, Severino B, Perissutti E, Frecentese F, Di Vaio P, Saccone I, Izzo AA, Capasso R, Massarelli P, Rossi I, Orzelska-Gòrka J, Kotlińska JH, Santagada V, Caliendo G..  (2017)  New 5-HT1A, 5HT2A and 5HT2C receptor ligands containing a picolinic nucleus: Synthesis, in vitro and in vivo pharmacological evaluation.,  25  (20): [PMID:28943244] [10.1016/j.bmc.2017.09.018]

2. McKerrall SJ, Sutherlin DP..  (2018)  Nav1.7 inhibitors for the treatment of chronic pain.,  28  (19): [PMID:30139550] [10.1016/j.bmcl.2018.08.007]

3. Kudo Y, Yotsu-Yamashita M..  (2019)  Isolation and Biological Activity of 8- Epitetrodotoxin and the Structure of a Possible Biosynthetic Shunt Product of Tetrodotoxin, Cep-226A, from the Newt Cynops ensicauda popei.,  82  (6): [PMID:31117524] [10.1021/acs.jnatprod.9b00178]

Source

Source(1):

• Scientific Literature