Methyl[(3R,8R,9S,10S,13S,14S)-10,13-dimethyl-2',17-dioxohexadecahydro-3'H-spiro[cyclopenta[a]phenanthrene-3,-5'-[1,3]oxazolidin]-3'-yl]acetate

ID: ALA3605189

PubChem CID: 70811383

Max Phase: Preclinical

Molecular Formula: C24H35NO5

Molecular Weight: 417.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)CN1C[C@]2(CC[C@@]3(C)[C@@H](CC[C@@H]4[C@@H]3CC[C@]3(C)C(=O)CC[C@@H]43)C2)OC1=O

Standard InChI:  InChI=1S/C24H35NO5/c1-22-10-11-24(14-25(21(28)30-24)13-20(27)29-3)12-15(22)4-5-16-17-6-7-19(26)23(17,2)9-8-18(16)22/h15-18H,4-14H2,1-3H3/t15-,16-,17-,18-,22-,23-,24+/m0/s1

Standard InChI Key:  CMALEMUUAWRIGO-JRHAUIGTSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3605189

   methyl 2-[(5R,5'S,8'R,9'S,10'S,13'S,14'S)-10',13'-dimethyl-2,17'-dioxospiro[1,3-oxazolidine-5,3'-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene]-3-yl]acetate

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: 417.55

Molecular Weight (Monoisotopic): 417.2515

AlogP: 3.96

#Rotatable Bonds: 2

Polar Surface Area: 72.91

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.70

CX LogD: 3.70

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.64

Np Likeness Score: 1.53

References

1. Djigoué GB, Kenmogne LC, Roy J, Maltais R, Poirier D..  (2015)  Design, chemical synthesis and biological evaluation of 3-spiromorpholinone/3-spirocarbamate androsterone derivatives as inhibitors of 17β-hydroxysteroid dehydrogenase type 3.,  23  (17): [PMID:26277760] [10.1016/j.bmc.2015.07.049]

Source

Source(1):

• Scientific Literature