(5R,5aR,8aR,9R)-9-(2-Oxo-but-3-enyl)-5-(3,4,5-trimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

ID: ALA4217889

PubChem CID: 145974766

Max Phase: Preclinical

Molecular Formula: C26H26O8

Molecular Weight: 466.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CC(=O)C[C@H]1c2cc3c(cc2[C@@H](c2cc(OC)c(OC)c(OC)c2)[C@H]2C(=O)OC[C@@H]21)OCO3

Standard InChI:  InChI=1S/C26H26O8/c1-5-14(27)8-15-16-9-19-20(34-12-33-19)10-17(16)23(24-18(15)11-32-26(24)28)13-6-21(29-2)25(31-4)22(7-13)30-3/h5-7,9-10,15,18,23-24H,1,8,11-12H2,2-4H3/t15-,18+,23+,24-/m0/s1

Standard InChI Key:  UXCCSCQRJRDBFI-IWFYKTFHSA-N

Molfile:  

     RDKit          2D

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 14 35  1  1
 13 36  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4217889

   ---

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: 466.49

Molecular Weight (Monoisotopic): 466.1628

AlogP: 3.60

#Rotatable Bonds: 7

Polar Surface Area: 89.52

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.31

CX LogD: 3.31

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.45

Np Likeness Score: 1.39

References

1. Zhang X, Rakesh KP, Shantharam CS, Manukumar HM, Asiri AM, Marwani HM, Qin HL..  (2018)  Podophyllotoxin derivatives as an excellent anticancer aspirant for future chemotherapy: A key current imminent needs.,  26  (2): [PMID:29269253] [10.1016/j.bmc.2017.11.026]

Source

Source(1):

• Scientific Literature