(S)-2-tert-Butoxycarbonylamino-3-methyl-butyric acid (5R,5aR,8aR,9R)-8-oxo-9-(3,4,5-trimethoxy-phenyl)-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl ester

ID: ALA4870295

PubChem CID: 164621968

Max Phase: Preclinical

Molecular Formula: C32H39NO11

Molecular Weight: 613.66

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc([C@@H]2c3cc4c(cc3[C@H](OC(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)C)[C@H]3COC(=O)[C@H]23)OCO4)cc(OC)c1OC

Standard InChI:  InChI=1S/C32H39NO11/c1-15(2)26(33-31(36)44-32(3,4)5)30(35)43-27-18-12-21-20(41-14-42-21)11-17(18)24(25-19(27)13-40-29(25)34)16-9-22(37-6)28(39-8)23(10-16)38-7/h9-12,15,19,24-27H,13-14H2,1-8H3,(H,33,36)/t19-,24+,25-,26-,27-/m0/s1

Standard InChI Key:  VRHBMRXDZUQXBW-AMHVUCMBSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4870295

   ---

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: 613.66

Molecular Weight (Monoisotopic): 613.2523

AlogP: 4.51

#Rotatable Bonds: 8

Polar Surface Area: 137.08

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.81

CX Basic pKa: ┄

CX LogP: 4.09

CX LogD: 4.09

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.33

Np Likeness Score: 0.89

References

1. Zhao Y, Li D, Wei M, Du R, Yan Z..  (2021)  The ester derivatives obtained by C-ring modification of podophyllotoxin induce apoptosis and inhibited proliferation in PC-3M cells via down-regulation of PI3K/Akt signaling pathway.,  46  [PMID:34098082] [10.1016/j.bmcl.2021.128174]

Source

Source(1):

• Scientific Literature