17-Cyclopropylmethyl-3,14beta-dihydroxy-4,5alpha-epoxy-6beta-[(1'-naphthyl)acetamido]morphinan

ID: ALA2069633

Chembl Id: CHEMBL2069633

PubChem CID: 70690879

Max Phase: Preclinical

Molecular Formula: C31H32N2O4

Molecular Weight: 496.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@@H]1CC[C@@]2(O)[C@H]3Cc4ccc(O)c5c4[C@@]2(CCN3CC2CC2)[C@H]1O5)c1cccc2ccccc12

Standard InChI:  InChI=1S/C31H32N2O4/c34-24-11-10-20-16-25-31(36)13-12-23(32-29(35)22-7-3-5-19-4-1-2-6-21(19)22)28-30(31,26(20)27(24)37-28)14-15-33(25)17-18-8-9-18/h1-7,10-11,18,23,25,28,34,36H,8-9,12-17H2,(H,32,35)/t23-,25-,28+,30+,31-/m1/s1

Standard InChI Key:  MPACOOOTIBCEJX-PTSROERVSA-N

Alternative Forms

1. Parent:

   

   ALA2069633

   N-[(4R,4aS,7R,7aR,12bS)-3-(cyclopropylmethyl)-4a,9-dihydroxy-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl]naphthalene-1-carboxamide

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: 496.61

Molecular Weight (Monoisotopic): 496.2362

AlogP: 3.91

#Rotatable Bonds: 4

Polar Surface Area: 82.03

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.29

CX Basic pKa: 9.51

CX LogP: 3.36

CX LogD: 1.54

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.51

Np Likeness Score: 0.67

References

1. Le Naour M, Lunzer MM, Powers MD, Portoghese PS..  (2012)  Opioid activity of spinally selective analogues of N-naphthoyl-β-naltrexamine in HEK-293 cells and mice.,  55  (2): [PMID:22136373] [10.1021/jm200902v]

Source

Source(1):

• Scientific Literature