Iodocyclocannabigerol A

ID: ALA4238978

Chembl Id: CHEMBL4238978

PubChem CID: 145984205

Max Phase: Preclinical

Molecular Formula: C21H31IO2

Molecular Weight: 442.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCc1cc(O)c2c(c1)O[C@]1(C)CC[C@@H](I)C(C)(C)[C@H]1C2

Standard InChI:  InChI=1S/C21H31IO2/c1-5-6-7-8-14-11-16(23)15-13-18-20(2,3)19(22)9-10-21(18,4)24-17(15)12-14/h11-12,18-19,23H,5-10,13H2,1-4H3/t18-,19-,21-/m1/s1

Standard InChI Key:  JSSYKJQHXLSUCV-SFHLNBCPSA-N

Alternative Forms

1. Parent:

   

   ALA4238978

   ---

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

Calculated Properties

Molecular Weight: 442.38

Molecular Weight (Monoisotopic): 442.1369

AlogP: 6.06

#Rotatable Bonds: 4

Polar Surface Area: 29.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.87

CX Basic pKa: ┄

CX LogP: 7.08

CX LogD: 7.08

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.35

Np Likeness Score: 1.86

References

1. Lopatriello A, Caprioglio D, Minassi A, Schiano Moriello A, Formisano C, De Petrocellis L, Appendino G, Taglialatela-Scafati O..  (2018)  Iodine-mediated cyclization of cannabigerol (CBG) expands the cannabinoid biological and chemical space.,  26  (15): [PMID:30077611] [10.1016/j.bmc.2018.07.044]

Source

Source(1):

• Scientific Literature