8-((S)-3-Hydroperoxy-4-methyl-pent-4-enyl)-3-isopropyl-7-methyl-[1,2]naphthoquinone

ID: ALA90716

Chembl Id: CHEMBL90716

PubChem CID: 44325501

Max Phase: Preclinical

Molecular Formula: C20H24O4

Molecular Weight: 328.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)[C@H](CCc1c(C)ccc2c1C(=O)C(=O)C(C(C)C)=C2)OO

Standard InChI:  InChI=1S/C20H24O4/c1-11(2)16-10-14-7-6-13(5)15(18(14)20(22)19(16)21)8-9-17(24-23)12(3)4/h6-7,10-11,17,23H,3,8-9H2,1-2,4-5H3/t17-/m0/s1

Standard InChI Key:  MDIONVAGNPGKHX-KRWDZBQOSA-N

Alternative Forms

1. Parent:

   

   ALA90716

   8-[(3S)-3-hydroperoxy-4-methylpent-4-enyl]-7-methyl-3-propan-2-ylnaphthalene-1,2-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 328.41

Molecular Weight (Monoisotopic): 328.1675

AlogP: 4.17

#Rotatable Bonds: 6

Polar Surface Area: 63.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.71

CX Basic pKa: ┄

CX LogP: 5.30

CX LogD: 5.30

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.37

Np Likeness Score: 2.29

References

1. Zhang JS, Ding J, Tang QM, Li M, Zhao M, Lu LJ, Chen LJ, Yuan ST..  (1999)  Synthesis and antitumour activity of novel diterpenequinone salvicine and the analogs.,  9  (18): [PMID:10509925] [10.1016/s0960-894x(99)00472-2]

Source

Source(1):

• Scientific Literature