methyl (E)-2-[(2S,3S,7aS,12aR,12bS)-3-ethyl-9-fluoro-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: ALA5178271

Chembl Id: CHEMBL5178271

PubChem CID: 168277847

Max Phase: Preclinical

Molecular Formula: C23H31FN2O5

Molecular Weight: 434.51

Names and Identifiers

Canonical SMILES:  CC[C@@H]1CN2CC[C@]3(O)c4c(ccc(F)c4OC)N[C@@H]3[C@@H]2C[C@@H]1/C(=C\OC)C(=O)OC

Standard InChI:  InChI=1S/C23H31FN2O5/c1-5-13-11-26-9-8-23(28)19-17(7-6-16(24)20(19)30-3)25-21(23)18(26)10-14(13)15(12-29-2)22(27)31-4/h6-7,12-14,18,21,25,28H,5,8-11H2,1-4H3/b15-12+/t13-,14+,18+,21-,23+/m1/s1

Standard InChI Key:  DKMVCOVCNPWGTO-CMWCKQEVSA-N

Alternative Forms

1. Parent:

   

   ALA5178271

   ---

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: 434.51

Molecular Weight (Monoisotopic): 434.2217

AlogP: 2.64

#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: 13.11

CX Basic pKa: 8.64

CX LogP: 1.93

CX LogD: 0.66

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.42

Np Likeness Score: 1.36

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