17-Cyclopropylmethyl-3,14beta-dihydroxy-4,5alpha-epoxy-6beta-[(2'-quinoxalyl)acetamido]morphinan

ID: ALA2069637

Chembl Id: CHEMBL2069637

PubChem CID: 70682478

Max Phase: Preclinical

Molecular Formula: C29H30N4O4

Molecular Weight: 498.58

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)c1cnc2ccccc2n1

Standard InChI:  InChI=1S/C29H30N4O4/c34-22-8-7-17-13-23-29(36)10-9-20(32-27(35)21-14-30-18-3-1-2-4-19(18)31-21)26-28(29,24(17)25(22)37-26)11-12-33(23)15-16-5-6-16/h1-4,7-8,14,16,20,23,26,34,36H,5-6,9-13,15H2,(H,32,35)/t20-,23-,26+,28+,29-/m1/s1

Standard InChI Key:  HBLRETUDBJJACI-XSGLBDKUSA-N

Alternative Forms

1. Parent:

   

   ALA2069637

   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]quinoxaline-2-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: 498.58

Molecular Weight (Monoisotopic): 498.2267

AlogP: 2.70

#Rotatable Bonds: 4

Polar Surface Area: 107.81

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.29

CX Basic pKa: 9.51

CX LogP: 2.08

CX LogD: 0.26

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.51

Np Likeness Score: 0.44

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