tert-Butyl ((S)-1-(5-((4aR,10aS)-5,6-Dihydroxy-7-isopropyl-1,1-dimethyl-9-oxo-1,3,4,9,10,10a-hexahydrophenanthren-4a(2H)-yl)-1,3,4-oxadiazol-2-yl)ethyl)carbamate

ID: ALA4453570

Chembl Id: CHEMBL4453570

PubChem CID: 155523119

Max Phase: Preclinical

Molecular Formula: C28H39N3O6

Molecular Weight: 513.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1cc2c(c(O)c1O)[C@@]1(c3nnc([C@H](C)NC(=O)OC(C)(C)C)o3)CCCC(C)(C)[C@@H]1CC2=O

Standard InChI:  InChI=1S/C28H39N3O6/c1-14(2)16-12-17-18(32)13-19-27(7,8)10-9-11-28(19,20(17)22(34)21(16)33)24-31-30-23(36-24)15(3)29-25(35)37-26(4,5)6/h12,14-15,19,33-34H,9-11,13H2,1-8H3,(H,29,35)/t15-,19-,28+/m0/s1

Standard InChI Key:  POYUTXDVSSPRFC-FKCANTEZSA-N

Alternative Forms

1. Parent:

   

   ALA4453570

   ---

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: 513.64

Molecular Weight (Monoisotopic): 513.2839

AlogP: 5.89

#Rotatable Bonds: 4

Polar Surface Area: 134.78

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.24

CX Basic pKa: ┄

CX LogP: 4.56

CX LogD: 4.50

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.43

Np Likeness Score: 0.78

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