ID: ALA3585932

Max Phase: Preclinical

Molecular Formula: C22H27NO8

Molecular Weight: 433.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  OC[C@H]1O[C@@H](Oc2ccc(C[C@@H]3NCCc4cc(O)c(O)cc43)cc2)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C22H27NO8/c24-10-18-19(27)20(28)21(29)22(31-18)30-13-3-1-11(2-4-13)7-15-14-9-17(26)16(25)8-12(14)5-6-23-15/h1-4,8-9,15,18-29H,5-7,10H2/t15-,18+,19+,20-,21+,22+/m0/s1

Standard InChI Key:  OEUGQYOMKCJJLJ-LOZMKZQPSA-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: 433.46

Molecular Weight (Monoisotopic): 433.1737

AlogP: -0.29

#Rotatable Bonds: 5

Polar Surface Area: 151.87

Molecular Species: BASE

HBA: 9

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.40

CX Basic pKa: 8.59

CX LogP: 0.12

CX LogD: -0.85

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.32

Np Likeness Score: 1.84

References

1. Kato E, Inagaki Y, Kawabata J..  (2015)  Higenamine 4'-O-β-d-glucoside in the lotus plumule induces glucose uptake of L6 cells through β2-adrenergic receptor.,  23  (13): [PMID:25943853] [10.1016/j.bmc.2015.04.054]

2. Kato E, Kimura S, Kawabata J..  (2017)  Ability of higenamine and related compounds to enhance glucose uptake in L6 cells.,  25  (24): [PMID:29066136] [10.1016/j.bmc.2017.10.011]

Source

Source(1):

• Scientific Literature