6-(1-((6aR,9R,10aR)-1,9-dihydroxy-6,6-dimethyl-6a,7,8,9,10,10a-hexahydro-6H-benzo[c]chromen-3-yl)cyclobutyl)hexanenitrile

ID: ALA5176554

Chembl Id: CHEMBL5176554

PubChem CID: 168277780

Max Phase: Preclinical

Molecular Formula: C25H35NO3

Molecular Weight: 397.56

Names and Identifiers

Canonical SMILES:  CC1(C)Oc2cc(C3(CCCCCC#N)CCC3)cc(O)c2[C@@H]2C[C@H](O)CC[C@H]21

Standard InChI:  InChI=1S/C25H35NO3/c1-24(2)20-9-8-18(27)16-19(20)23-21(28)14-17(15-22(23)29-24)25(11-7-12-25)10-5-3-4-6-13-26/h14-15,18-20,27-28H,3-12,16H2,1-2H3/t18-,19-,20-/m1/s1

Standard InChI Key:  IRWZDPODCYWMBR-VAMGGRTRSA-N

Alternative Forms

1. Parent:

   

   ALA5176554

   ---

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: 397.56

Molecular Weight (Monoisotopic): 397.2617

AlogP: 5.70

#Rotatable Bonds: 6

Polar Surface Area: 73.48

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.98

CX Basic pKa: ┄

CX LogP: 4.87

CX LogD: 4.87

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.60

Np Likeness Score: 1.90

References

1. Papanastasiou IP, Georgiadis MO, Iliopoulos-Tsoutsouvas C, Paronis CA, Brust CA, Tran NK, Ji L, Ma X, Wood JT, Zvonok N, Tong F, Bohn LM, Nikas SP, Makriyannis A..  (2022)  Improved cyclobutyl nabilone analogs as potent CB1 receptor agonists.,  230  [PMID:35051750] [10.1016/j.ejmech.2021.114027]

Source

Source(1):

• Scientific Literature