6-beta-Amino-14-hydroxy-17-cyclopropylmethylnordesomorphine dihydrochloride

ID: ALA3249714

Chembl Id: CHEMBL3249714

PubChem CID: 90673929

Max Phase: Preclinical

Molecular Formula: C20H27ClN2O3

Molecular Weight: 342.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.N[C@@H]1CC[C@@]2(O)[C@H]3Cc4ccc(O)c5c4[C@@]2(CCN3CC2CC2)[C@H]1O5

Standard InChI:  InChI=1S/C20H26N2O3.ClH/c21-13-5-6-20(24)15-9-12-3-4-14(23)17-16(12)19(20,18(13)25-17)7-8-22(15)10-11-1-2-11;/h3-4,11,13,15,18,23-24H,1-2,5-10,21H2;1H/t13-,15-,18+,19+,20-;/m1./s1

Standard InChI Key:  RWHNEYGKXXZAGD-FMYOYBKJSA-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: 342.44

Molecular Weight (Monoisotopic): 342.1943

AlogP: 1.28

#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: 10.37

CX Basic pKa: 9.68

CX LogP: 0.64

CX LogD: -2.98

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.75

Np Likeness Score: 1.67

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