7(E)-[(4-Quinoline)methylene]naltrexone

ID: ALA4104363

PubChem CID: 137657770

Max Phase: Preclinical

Molecular Formula: C30H28N2O4

Molecular Weight: 480.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1/C(=C/c2ccnc3ccccc23)C[C@@]2(O)[C@H]3Cc4ccc(O)c5c4[C@@]2(CCN3CC2CC2)[C@H]1O5

Standard InChI:  InChI=1S/C30H28N2O4/c33-23-8-7-19-14-24-30(35)15-20(13-18-9-11-31-22-4-2-1-3-21(18)22)26(34)28-29(30,25(19)27(23)36-28)10-12-32(24)16-17-5-6-17/h1-4,7-9,11,13,17,24,28,33,35H,5-6,10,12,14-16H2/b20-13+/t24-,28+,29+,30-/m1/s1

Standard InChI Key:  BVSFSOYLQNVRIS-WOXOKXDRSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4104363

   ---

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: 480.56

Molecular Weight (Monoisotopic): 480.2049

AlogP: 3.77

#Rotatable Bonds: 3

Polar Surface Area: 82.89

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.11

CX Basic pKa: 8.89

CX LogP: 3.57

CX LogD: 2.34

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.56

Np Likeness Score: 0.80

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