7alpha-Benzyl-3-methoxynaltrexone

ID: ALA4101073

PubChem CID: 137659367

Max Phase: Preclinical

Molecular Formula: C28H31NO4

Molecular Weight: 445.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c3c1O[C@H]1C(=O)C(Cc4ccccc4)C[C@@]4(O)[C@@H](C2)N(CC2CC2)CC[C@]314

Standard InChI:  InChI=1S/C28H31NO4/c1-32-21-10-9-19-14-22-28(31)15-20(13-17-5-3-2-4-6-17)24(30)26-27(28,23(19)25(21)33-26)11-12-29(22)16-18-7-8-18/h2-6,9-10,18,20,22,26,31H,7-8,11-16H2,1H3/t20?,22-,26+,27+,28-/m1/s1

Standard InChI Key:  CNWCUWCDLTXWOT-CQLBRJSVSA-N

Molfile:  

     RDKit          2D

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   24.7840  -22.3902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   27.6029  -22.5759    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4101073

   ---

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: 445.56

Molecular Weight (Monoisotopic): 445.2253

AlogP: 3.30

#Rotatable Bonds: 5

Polar Surface Area: 59.00

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.56

CX Basic pKa: 8.94

CX LogP: 3.94

CX LogD: 2.39

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.77

Np Likeness Score: 1.06

References

1. Kutsumura N, Koyama Y, Nagumo Y, Nakajima R, Miyata Y, Yamamoto N, Saitoh T, Yoshida N, Iwata S, Nagase H..  (2017)  Antitrichomonal activity of δ opioid receptor antagonists, 7-benzylidenenaltrexone derivatives.,  25  (16): [PMID:28662966] [10.1016/j.bmc.2017.06.026]

Source

Source(1):

• Scientific Literature