Methyl (4aR,10aS)-5-((tert-Butyldimethylsilyl)oxy)-6-hydroxy-7-isopropyl-1,1-dimethyl-1,3,4,9,10,10a-hexahydrophenanthrene-4a(2H)-carboxylate

ID: ALA4556412

PubChem CID: 155557012

Max Phase: Preclinical

Molecular Formula: C27H42O5Si

Molecular Weight: 474.71

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)[C@]12CCCC(C)(C)[C@@H]1CC(=O)c1cc(C(C)C)c(O)c(O[Si](C)(C)C(C)(C)C)c12

Standard InChI:  InChI=1S/C27H42O5Si/c1-16(2)17-14-18-19(28)15-20-26(6,7)12-11-13-27(20,24(30)31-8)21(18)23(22(17)29)32-33(9,10)25(3,4)5/h14,16,20,29H,11-13,15H2,1-10H3/t20-,27+/m0/s1

Standard InChI Key:  STFAQGGHRQWHKB-CCLHPLFOSA-N

Molfile:  

 
     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
   19.7366   -6.0400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0285   -5.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0285   -4.8132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7404   -4.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7334   -3.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4455   -3.1728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1536   -3.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4455   -2.3534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0294   -3.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0294   -2.3587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3215   -3.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1094   -2.7982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3175   -2.5861    0.0000 Si  0  0  0  0  0  4  0  0  0  0  0  0
   17.1054   -1.7942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3134   -1.5821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6852   -1.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8933   -1.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5255   -2.3699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1054   -3.3740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3207   -4.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6130   -4.8132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3967   -4.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9766   -3.4414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6089   -3.8091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3968   -3.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6130   -5.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8251   -6.4201    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.3207   -6.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9011   -6.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3118   -6.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4924   -6.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1934   -5.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1934   -4.8132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9011   -4.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  2  0
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 20 11  1  0
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 21 22  1  1
 22 23  2  0
 22 24  1  0
 24 25  1  0
 26 21  1  0
 26 27  1  6
 26 28  1  0
 28  2  1  0
 29 26  1  0
 29 30  1  0
 29 31  1  0
 32 29  1  0
 33 32  1  0
 33 34  1  0
 21 34  1  0
  3 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4556412

   ---

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: 474.71

Molecular Weight (Monoisotopic): 474.2802

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

References

1. Han S, Li X, Xia Y, Yu Z, Cai N, Malwal SR, Han X, Oldfield E, Zhang Y..  (2019)  Farnesyl Pyrophosphate Synthase as a Target for Drug Development: Discovery of Natural-Product-Derived Inhibitors and Their Activity in Pancreatic Cancer Cells.,  62  (23): [PMID:31725297] [10.1021/acs.jmedchem.9b01405]

Source

Source(1):

• Scientific Literature