(+)-N,N'-(((2R,2aR,4aR,6R,6aR)-2,6-dimethylhexahydro-1,3,5-trioxa-2a1-azacyclopenta[cd]pentalene-2,6-diyl)bis(3,1-phenylene))bis(4-methoxybenzamide)

ID: ALA5172765

Chembl Id: CHEMBL5172765

PubChem CID: 168272916

Max Phase: Preclinical

Molecular Formula: C36H35N3O7

Molecular Weight: 621.69

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)Nc2cccc([C@@]3(C)O[C@@H]4CO[C@H]5N4[C@@H]3O[C@]5(C)c3cccc(NC(=O)c4ccc(OC)cc4)c3)c2)cc1

Standard InChI:  InChI=1S/C36H35N3O7/c1-35(24-7-5-9-26(19-24)37-31(40)22-11-15-28(42-3)16-12-22)33-39-30(21-44-33)45-36(2,34(39)46-35)25-8-6-10-27(20-25)38-32(41)23-13-17-29(43-4)18-14-23/h5-20,30,33-34H,21H2,1-4H3,(H,37,40)(H,38,41)/t30-,33-,34-,35-,36-/m1/s1

Standard InChI Key:  CEFZLJAZLPOVTE-VNCSWJDHSA-N

Alternative Forms

1. Parent:

   

   ALA5172765

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 621.69

Molecular Weight (Monoisotopic): 621.2475

AlogP: 5.71

#Rotatable Bonds: 8

Polar Surface Area: 107.59

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa:

CX LogP: 6.51

CX LogD: 6.51

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.26

Np Likeness Score: -0.18

References

1. Saitoh T, Amezawa M, Horiuchi J, Nagumo Y, Yamamoto N, Kutsumura N, Ohshita R, Tokuda A, Irukayama-Tomobe Y, Ogawa Y, Ishikawa Y, Hasegawa E, Sakurai T, Uchida Y, Sato T, Gouda H, Tanimura R, Yanagisawa M, Nagase H..  (2022)  Discovery of novel orexin receptor antagonists using a 1,3,5-trioxazatriquinane bearing multiple effective residues (TriMER) library.,  240  [PMID:35839689] [10.1016/j.ejmech.2022.114505]

2. Amezawa M, Yamamoto N, Nagumo Y, Kutsumura N, Ishikawa Y, Yanagisawa M, Nagase H, Saitoh T..  (2023)  Design and synthesis of novel orexin 2 receptor agonists with a 1,3,5‑trioxazatriquinane skeleton.,  82  [PMID:36690040] [10.1016/j.bmcl.2023.129151]

Source

Source(1):

• Scientific Literature