(4aR,6R,6aS,9S,11S,11aS,11bS,12S,14R)-12-(2-Azidoethoxy)-11,14-dihydroxy-4,4-dimethyl-8-methylenedecahydro-1H-6,11b-(epoxymethano)-6a,9-methanocyclohepta[a]naphthalen-7(8H)-one

ID: ALA4251371

PubChem CID: 145985616

Max Phase: Preclinical

Molecular Formula: C22H31N3O5

Molecular Weight: 417.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)[C@]23[C@H](O)[C@H]1C[C@H](O)[C@H]2[C@]12CCCC(C)(C)[C@H]1C[C@H]3O[C@H]2OCCN=[N+]=[N-]

Standard InChI:  InChI=1S/C22H31N3O5/c1-11-12-9-13(26)16-21-6-4-5-20(2,3)14(21)10-15(22(16,17(11)27)18(12)28)30-19(21)29-8-7-24-25-23/h12-16,18-19,26,28H,1,4-10H2,2-3H3/t12-,13-,14+,15+,16-,18+,19+,21-,22+/m0/s1

Standard InChI Key:  RRNVDBGHTUKMGS-BMIGDZRCSA-N

Molfile:  

     RDKit          2D

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M  CHG  2  31   1  32  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4251371

   ---

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: 417.51

Molecular Weight (Monoisotopic): 417.2264

AlogP: 2.74

#Rotatable Bonds: 4

Polar Surface Area: 124.75

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.06

CX LogD: 1.94

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.24

Np Likeness Score: 3.37

References

1. Ke Y, Wang W, Zhao LF, Liang JJ, Liu Y, Zhang X, Feng K, Liu HM..  (2018)  Design, synthesis and biological mechanisms research on 1,2,3-triazole derivatives of Jiyuan Oridonin A.,  26  (17): [PMID:30143365] [10.1016/j.bmc.2017.11.005]

Source

Source(1):

• Scientific Literature