(E)-N-((3R,3aR,3a1S,9R,9aS)-9-(N-(cyclopropylmethyl)phenylsulfonamido)-9a-hydroxy-5-methoxy-1,2,3,3a,3a1,8,9,9a-octahydrophenanthro[4,5-bcd]furan-3-yl)-3-(furan-3-yl)-N-methylacrylamide

ID: ALA4523024

PubChem CID: 155543728

Max Phase: Preclinical

Molecular Formula: C33H36N2O7S

Molecular Weight: 604.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c3c1O[C@H]1[C@H](N(C)C(=O)/C=C/c4ccoc4)CC[C@](O)([C@@H]31)[C@H](N(CC1CC1)S(=O)(=O)c1ccccc1)C2

Standard InChI:  InChI=1S/C33H36N2O7S/c1-34(28(36)13-10-22-15-17-41-20-22)25-14-16-33(37)27(18-23-11-12-26(40-2)32-29(23)30(33)31(25)42-32)35(19-21-8-9-21)43(38,39)24-6-4-3-5-7-24/h3-7,10-13,15,17,20-21,25,27,30-31,37H,8-9,14,16,18-19H2,1-2H3/b13-10+/t25-,27-,30+,31+,33-/m1/s1

Standard InChI Key:  RPOAEJZHJXDZID-QFPXGXDBSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4523024

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 604.73

Molecular Weight (Monoisotopic): 604.2243

AlogP: 4.22

#Rotatable Bonds: 9

Polar Surface Area: 109.52

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.70

CX Basic pKa: ┄

CX LogP: 3.66

CX LogD: 3.66

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.36

Np Likeness Score: 0.34

References

1. Saitoh T, Seki K, Nakajima R, Yamamoto N, Kutsumura N, Nagumo Y, Irukayama-Tomobe Y, Ogawa Y, Ishikawa Y, Tanimura R, Yanagisawa M, Nagase H..  (2019)  Essential structure of orexin 1 receptor antagonist YNT-707, Part IV: The role of D-ring in 4,5-epoxymorphinan on the orexin 1 receptor antagonistic activity.,  29  (18): [PMID:31375290] [10.1016/j.bmcl.2019.07.039]

Source

Source(1):

• Scientific Literature