4-(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)benzonitrile

ID: ALA4581030

Chembl Id: CHEMBL4581030

PubChem CID: 155561537

Max Phase: Preclinical

Molecular Formula: C28H31N3O3

Molecular Weight: 457.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1cc2c(c(O)c1O)[C@@]1(c3nnc(-c4ccc(C#N)cc4)o3)CCCC(C)(C)[C@@H]1CC2

Standard InChI:  InChI=1S/C28H31N3O3/c1-16(2)20-14-19-10-11-21-27(3,4)12-5-13-28(21,22(19)24(33)23(20)32)26-31-30-25(34-26)18-8-6-17(15-29)7-9-18/h6-9,14,16,21,32-33H,5,10-13H2,1-4H3/t21-,28+/m0/s1

Standard InChI Key:  KSTNMHMOTXNCHZ-RBTNQOKQSA-N

Alternative Forms

1. Parent:

   

   ALA4581030

   ---

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: 457.57

Molecular Weight (Monoisotopic): 457.2365

AlogP: 6.20

#Rotatable Bonds: 3

Polar Surface Area: 103.17

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.50

CX Basic pKa: ┄

CX LogP: 6.32

CX LogD: 6.32

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.45

Np Likeness Score: 0.69

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