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

ID: ALA4513848

Chembl Id: CHEMBL4513848

PubChem CID: 155539163

Max Phase: Preclinical

Molecular Formula: C28H41N3O5

Molecular Weight: 499.65

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

Standard InChI:  InChI=1S/C28H41N3O5/c1-15(2)18-14-17-10-11-19-27(7,8)12-9-13-28(19,20(17)22(33)21(18)32)24-31-30-23(35-24)16(3)29-25(34)36-26(4,5)6/h14-16,19,32-33H,9-13H2,1-8H3,(H,29,34)/t16-,19-,28+/m0/s1

Standard InChI Key:  JEUGHLRRSHSQJG-LGNVEDGCSA-N

Alternative Forms

1. Parent:

   

   ALA4513848

   ---

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: 499.65

Molecular Weight (Monoisotopic): 499.3046

AlogP: 6.25

#Rotatable Bonds: 4

Polar Surface Area: 117.71

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.70

CX Basic pKa: ┄

CX LogP: 5.70

CX LogD: 5.70

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.43

Np Likeness Score: 0.76

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