3-[(2R,4aS,12aS)-2-methyl-1,3,4,5,12,12a-hexahydropyrido[3,4-b]acridin-4a-yl]phenol

ID: ALA5184932

Chembl Id: CHEMBL5184932

PubChem CID: 12074028

Max Phase: Preclinical

Molecular Formula: C23H24N2O

Molecular Weight: 344.46

Names and Identifiers

Canonical SMILES:  CN1CC[C@]2(c3cccc(O)c3)Cc3nc4ccccc4cc3C[C@@H]2C1

Standard InChI:  InChI=1S/C23H24N2O/c1-25-10-9-23(18-6-4-7-20(26)13-18)14-22-17(12-19(23)15-25)11-16-5-2-3-8-21(16)24-22/h2-8,11,13,19,26H,9-10,12,14-15H2,1H3/t19-,23-/m1/s1

Standard InChI Key:  LEPBHAAYNPPRRA-AUSIDOKSSA-N

Alternative Forms

1. Parent:

   

   ALA5184932

   3-[(4aS,12aS)-2-methyl-1,3,4,5,12,12a-hexahydropyrido[3,4-b]acridin-4a-yl]phenol

Molecule Features

Natural Product: Yes

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: 344.46

Molecular Weight (Monoisotopic): 344.1889

AlogP: 3.93

#Rotatable Bonds: 1

Polar Surface Area: 36.36

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.04

CX Basic pKa: 8.28

CX LogP: 3.92

CX LogD: 3.09

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.73

Np Likeness Score: 0.36

References

1. Iio K, Kutsumura N, Nagumo Y, Saitoh T, Tokuda A, Hashimoto K, Yamamoto N, Kise R, Inoue A, Mizoguchi H, Nagase H..  (2022)  Synthesis of unnatural morphinan compounds to induce itch-like behaviors in mice: Towards the development of MRGPRX2 selective ligands.,  56  [PMID:34861349] [10.1016/j.bmcl.2021.128485]

Source

Source(1):

• Scientific Literature