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

ID: ALA4522393

PubChem CID: 155543013

Max Phase: Preclinical

Molecular Formula: C33H36N2O6S

Molecular Weight: 588.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c3c1O[C@@H]1[C@H]3[C@@H](CC[C@@H]1N(C)C(=O)/C=C/c1ccoc1)[C@H](N(CC1CC1)S(=O)(=O)c1ccccc1)C2

Standard InChI:  InChI=1S/C33H36N2O6S/c1-34(29(36)15-10-22-16-17-40-20-22)26-13-12-25-27(18-23-11-14-28(39-2)33-30(23)31(25)32(26)41-33)35(19-21-8-9-21)42(37,38)24-6-4-3-5-7-24/h3-7,10-11,14-17,20-21,25-27,31-32H,8-9,12-13,18-19H2,1-2H3/b15-10+/t25-,26-,27+,31-,32-/m0/s1

Standard InChI Key:  VTGLFMAGTSQXRC-XAZSDYPTSA-N

Molfile:  

 
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  5 45  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4522393

   ---

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: 588.73

Molecular Weight (Monoisotopic): 588.2294

AlogP: 5.11

#Rotatable Bonds: 9

Polar Surface Area: 89.29

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.70

CX LogD: 4.70

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.32

Np Likeness Score: 0.06

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