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

ID: ALA4469324

Chembl Id: CHEMBL4469324

PubChem CID: 155533989

Max Phase: Preclinical

Molecular Formula: C28H37N3O6

Molecular Weight: 511.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C1=CC2=C(C(=O)C1=O)[C@@]1(c3nnc([C@H](C)NC(=O)OC(C)(C)C)o3)CCCC(C)(C)[C@@H]1CC2=O

Standard InChI:  InChI=1S/C28H37N3O6/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/h12,14-15,19H,9-11,13H2,1-8H3,(H,29,35)/t15-,19-,28+/m0/s1

Standard InChI Key:  KBRDFTFPGMWCKQ-FKCANTEZSA-N

Alternative Forms

1. Parent:

   

   ALA4469324

   ---

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: 511.62

Molecular Weight (Monoisotopic): 511.2682

AlogP: 4.72

#Rotatable Bonds: 4

Polar Surface Area: 128.46

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.01

CX Basic pKa: ┄

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.45

Np Likeness Score: 0.73

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