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

ID: ALA3319617

Chembl Id: CHEMBL3319617

PubChem CID: 118709690

Max Phase: Preclinical

Molecular Formula: C29H30N2O5

Molecular Weight: 486.57

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)c1cc2ccccc2o1

Standard InChI:  InChI=1S/C29H30N2O5/c32-20-8-7-18-14-23-29(34)10-9-19(30-27(33)22-13-17-3-1-2-4-21(17)35-22)26-28(29,24(18)25(20)36-26)11-12-31(23)15-16-5-6-16/h1-4,7-8,13,16,19,23,26,32,34H,5-6,9-12,14-15H2,(H,30,33)/t19-,23-,26+,28+,29-/m1/s1

Standard InChI Key:  CSGJMLCZAJLFNE-CBSYONAGSA-N

Alternative Forms

1. Parent:

   

   ALA3319617

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2. Alternative Forms:

   

   ALA3319617

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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: 486.57

Molecular Weight (Monoisotopic): 486.2155

AlogP: 3.50

#Rotatable Bonds: 4

Polar Surface Area: 95.17

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: 2.45

CX LogD: 0.63

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.52

Np Likeness Score: 0.69

References

1. Le Naour M, Lunzer MM, Powers MD, Kalyuzhny AE, Benneyworth MA, Thomas MJ, Portoghese PS..  (2014)  Putative kappa opioid heteromers as targets for developing analgesics free of adverse effects.,  57  (15): [PMID:24978316] [10.1021/jm500159d]

Source

Source(1):

• Scientific Literature