N-1-Ethyl Psuedoakuammigine

ID: ALA5280172

Chembl Id: CHEMBL5280172

Max Phase: Preclinical

Molecular Formula: C23H28N2O3

Molecular Weight: 380.49

Names and Identifiers

Canonical SMILES:  C/C=C1\CN2CC[C@@]34c5ccccc5N(CC)[C@]35OC[C@@]4(C(=O)OC)[C@H]1C[C@H]25

Standard InChI:  InChI=1S/C23H28N2O3/c1-4-15-13-24-11-10-22-16-8-6-7-9-18(16)25(5-2)23(22)19(24)12-17(15)21(22,14-28-23)20(26)27-3/h4,6-9,17,19H,5,10-14H2,1-3H3/b15-4+/t17-,19-,21-,22-,23+/m0/s1

Standard InChI Key:  BAPLSMNZBLGGHQ-NXZAIFCTSA-N

Alternative Forms

1. Parent:

   

   ALA5280172

   ---

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: 380.49

Molecular Weight (Monoisotopic): 380.2100

AlogP: 2.70

#Rotatable Bonds: 2

Polar Surface Area: 42.01

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.05

CX LogP: 3.21

CX LogD: 3.05

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.58

Np Likeness Score: 1.86

References

1. Hennessy MR, Gutridge AM, French AR, Rhoda ES, Meqbil YJ, Gill M, Kashyap Y, Appourchaux K, Paul B, Wang ZJ, van Rijn RM, Riley AP..  (2023)  Modified Akuamma Alkaloids with Increased Potency at the Mu-opioid Receptor.,  66  (5): [PMID:36827198] [10.1021/acs.jmedchem.2c01707]

Source

Source(1):

• Scientific Literature