6-alpha-Amino-14-hydroxy-17-allylnordesomorphine dihydrochloride

ID: ALA3249713

Chembl Id: CHEMBL3249713

PubChem CID: 90673927

Max Phase: Preclinical

Molecular Formula: C19H25ClN2O3

Molecular Weight: 328.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCN1CC[C@]23c4c5ccc(O)c4O[C@H]2[C@@H](N)CC[C@@]3(O)[C@H]1C5.Cl

Standard InChI:  InChI=1S/C19H24N2O3.ClH/c1-2-8-21-9-7-18-15-11-3-4-13(22)16(15)24-17(18)12(20)5-6-19(18,23)14(21)10-11;/h2-4,12,14,17,22-23H,1,5-10,20H2;1H/t12-,14+,17-,18-,19+;/m0./s1

Standard InChI Key:  JGENIOGFAULBEX-HQWKTSQVSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 328.41

Molecular Weight (Monoisotopic): 328.1787

AlogP: 1.06

#Rotatable Bonds: 2

Polar Surface Area: 78.95

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.21

CX Basic pKa: 9.31

CX LogP: 0.78

CX LogD: -2.01

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.71

Np Likeness Score: 1.91

References

1. Jiang JB, Hanson RN, Portoghese PS, Takemori AE..  (1977)  Stereochemical studies on medicinal agents. 23. Synthesis and biological evaluation of 6-amino derivatives of naloxone and naltrexone.,  20  (8): [PMID:894682] [10.1021/jm00218a023]

Source

Source(1):

• Scientific Literature