ID: ALA5272937

Max Phase: Preclinical

Molecular Formula: C21H24N2O3

Molecular Weight: 352.43

Representations

Canonical SMILES:  C/C=C1/CN2CC[C@]34C(=Nc5ccccc53)[C@@H]2C[C@@H]1[C@@]4(CO)C(=O)OC

Standard InChI:  InChI=1S/C21H24N2O3/c1-3-13-11-23-9-8-20-14-6-4-5-7-16(14)22-18(20)17(23)10-15(13)21(20,12-24)19(25)26-2/h3-7,15,17,24H,8-12H2,1-2H3/b13-3-/t15-,17-,20+,21-/m0/s1

Standard InChI Key:  XLHUHYFKFFGUFE-OQTQPSEISA-N

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

Properties

Molecular Weight: 352.43

Molecular Weight (Monoisotopic): 352.1787

AlogP: 2.22

#Rotatable Bonds: 2

Polar Surface Area: 62.13

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 7.00

CX LogP: 2.21

CX LogD: 2.07

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: 2.47

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