(4aR)-5,6-Dihydroxy-7-isopropyl-1,1-dimethyl-4a-(5-methyl-1,3,4-oxadiazol-2-yl)-2,3,4,4a,10,10a-hexahydrophenanthren-9(1H)-one

ID: ALA4521567

Chembl Id: CHEMBL4521567

PubChem CID: 155542771

Max Phase: Preclinical

Molecular Formula: C22H28N2O4

Molecular Weight: 384.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nnc([C@]23CCCC(C)(C)[C@@H]2CC(=O)c2cc(C(C)C)c(O)c(O)c23)o1

Standard InChI:  InChI=1S/C22H28N2O4/c1-11(2)13-9-14-15(25)10-16-21(4,5)7-6-8-22(16,17(14)19(27)18(13)26)20-24-23-12(3)28-20/h9,11,16,26-27H,6-8,10H2,1-5H3/t16-,22+/m0/s1

Standard InChI Key:  UIWPJMJLUDZISA-KSFYIVLOSA-N

Alternative Forms

1. Parent:

   

   ALA4521567

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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: 384.48

Molecular Weight (Monoisotopic): 384.2049

AlogP: 4.61

#Rotatable Bonds: 2

Polar Surface Area: 96.45

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.24

CX Basic pKa: ┄

CX LogP: 3.42

CX LogD: 3.36

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.73

Np Likeness Score: 1.40

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