methyl (E)-2-[(2S,3S,7aS,12aR,12bS)-3-ethyl-7a-hydroxy-8-methoxy-2,3,4,6,7,12,12a,12b-octahydro-1H-indolo[2,3-a]quinolizin-2-yl]-3-methoxy-prop-2-enoate

ID: ALA5187788

Chembl Id: CHEMBL5187788

PubChem CID: 42629165

Max Phase: Preclinical

Molecular Formula: C23H32N2O5

Molecular Weight: 416.52

Names and Identifiers

Canonical SMILES:  CC[C@@H]1CN2CC[C@]3(O)c4c(cccc4OC)N[C@@H]3[C@@H]2C[C@@H]1/C(=C\OC)C(=O)OC

Standard InChI:  InChI=1S/C23H32N2O5/c1-5-14-12-25-10-9-23(27)20-17(7-6-8-19(20)29-3)24-21(23)18(25)11-15(14)16(13-28-2)22(26)30-4/h6-8,13-15,18,21,24,27H,5,9-12H2,1-4H3/b16-13+/t14-,15+,18+,21-,23+/m1/s1

Standard InChI Key:  QXFXDJATKPXTFF-LIMHOZKTSA-N

Alternative Forms

1. Parent:

   

   ALA5187788

   methyl (E)-2-[(2S,3S,7aS,12aR,12bS)-3-ethyl-7a-hydroxy-8-methoxy-2,3,4,6,7,12,12a,12b-octahydro-1H-indolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate

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: 416.52

Molecular Weight (Monoisotopic): 416.2311

AlogP: 2.50

#Rotatable Bonds: 5

Polar Surface Area: 80.26

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.20

CX Basic pKa: 8.85

CX LogP: 1.78

CX LogD: 0.32

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.43

Np Likeness Score: 1.65

References

1. Smith MT, Kong D, Kuo A, Imam MZ, Williams CM..  (2022)  Analgesic Opioid Ligand Discovery Based on Nonmorphinan Scaffolds Derived from Natural Sources.,  65  (3.0): [PMID:34995453] [10.1021/acs.jmedchem.0c01915]

Source

Source(1):

• Scientific Literature