ID: ALA4871880

Max Phase: Preclinical

Molecular Formula: C22H26N2O4

Molecular Weight: 382.46

Molecule Type: Unknown

Representations

Canonical SMILES:  C/C=C1/CN2CC[C@@]34c5cc(O)ccc5N(C)[C@]35OC[C@@]4(C(=O)OC)[C@H]1C[C@H]25

Standard InChI:  InChI=1S/C22H26N2O4/c1-4-13-11-24-8-7-21-16-9-14(25)5-6-17(16)23(2)22(21)18(24)10-15(13)20(21,12-28-22)19(26)27-3/h4-6,9,15,18,25H,7-8,10-12H2,1-3H3/b13-4-/t15-,18-,20-,21-,22+/m0/s1

Standard InChI Key:  YILKZADAWNUTTB-QLWRWLBVSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 382.46

Molecular Weight (Monoisotopic): 382.1893

AlogP: 2.02

#Rotatable Bonds: 1

Polar Surface Area: 62.24

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.11

CX Basic pKa: 7.06

CX LogP: 2.55

CX LogD: 2.39

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.59

Np Likeness Score: 2.35

References

1. Creed SM, Gutridge AM, Argade MD, Hennessy MR, Friesen JB, Pauli GF, van Rijn RM, Riley AP..  (2021)  Isolation and Pharmacological Characterization of Six Opioidergic Picralima nitida Alkaloids.,  84  (1.0): [PMID:33326237] [10.1021/acs.jnatprod.0c01036]

2. 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