Glucuronyl 9-hydroxycorynantheidine; (2S,3S,5R,6S)-6-(((2S,3S)-2-((E)-1,3-Dimethoxy-3-oxoprop-1-en-2-yl)-3-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-8-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic Acid

ID: ALA5287921

Chembl Id: CHEMBL5287921

Max Phase: Preclinical

Molecular Formula: C28H36N2O10

Molecular Weight: 560.60

Names and Identifiers

Canonical SMILES:  CC[C@@H]1CN2CCc3c([nH]c4cccc(O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]5O)c34)[C@@H]2C[C@@H]1/C(=C\OC)C(=O)OC

Standard InChI:  InChI=1S/C28H36N2O10/c1-4-13-11-30-9-8-14-20-17(29-21(14)18(30)10-15(13)16(12-37-2)27(36)38-3)6-5-7-19(20)39-28-24(33)22(31)23(32)25(40-28)26(34)35/h5-7,12-13,15,18,22-25,28-29,31-33H,4,8-11H2,1-3H3,(H,34,35)/b16-12+/t13-,15+,18+,22+,23+,24-,25+,28-/m1/s1

Standard InChI Key:  PRYHOGCYPICMAJ-IRERNMKVSA-N

Alternative Forms

1. Parent:

   

   ALA5287921

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 560.60

Molecular Weight (Monoisotopic): 560.2370

AlogP: 1.09

#Rotatable Bonds: 7

Polar Surface Area: 171.01

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.44

CX Basic pKa: 7.03

CX LogP: -1.50

CX LogD: -1.89

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.19

Np Likeness Score: 1.89

References

1. Chakraborty S, Uprety R, Slocum ST, Irie T, Le Rouzic V, Li X, Wilson LL, Scouller B, Alder AF, Kruegel AC, Ansonoff M, Varadi A, Eans SO, Hunkele A, Allaoa A, Kalra S, Xu J, Pan YX, Pintar J, Kivell BM, Pasternak GW, Cameron MD, McLaughlin JP, Sames D, Majumdar S..  (2021)  Oxidative Metabolism as a Modulator of Kratom's Biological Actions.,  64  (22.0): [PMID:34783240] [10.1021/acs.jmedchem.1c01111]

Source

Source(1):

• Scientific Literature