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

ID: ALA2069638

Chembl Id: CHEMBL2069638

PubChem CID: 70697112

Max Phase: Preclinical

Molecular Formula: C30H31N3O4

Molecular Weight: 497.60

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)c1nccc2ccccc12

Standard InChI:  InChI=1S/C30H31N3O4/c34-22-8-7-19-15-23-30(36)11-9-21(32-28(35)25-20-4-2-1-3-18(20)10-13-31-25)27-29(30,24(19)26(22)37-27)12-14-33(23)16-17-5-6-17/h1-4,7-8,10,13,17,21,23,27,34,36H,5-6,9,11-12,14-16H2,(H,32,35)/t21-,23-,27+,29+,30-/m1/s1

Standard InChI Key:  CWTGSTVLGYJFAD-LRUIECMASA-N

Alternative Forms

1. Parent:

   

   ALA2069638

   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]isoquinoline-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: 497.60

Molecular Weight (Monoisotopic): 497.2315

AlogP: 3.30

#Rotatable Bonds: 4

Polar Surface Area: 94.92

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.29

CX Basic pKa: 9.51

CX LogP: 2.53

CX LogD: 0.71

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.51

Np Likeness Score: 0.68

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