(S)-2-tert-Butoxycarbonylamino-4-((R)-methylsulfanyl)-butyric acid (8aR,10R)-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: ALA4874885

PubChem CID: 164625696

Max Phase: Preclinical

Molecular Formula: C32H39NO11S

Molecular Weight: 645.73

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C32H39NO11S/c1-32(2,3)44-31(36)33-20(8-9-45-7)29(34)43-27-18-13-22-21(41-15-42-22)12-17(18)25(26-19(27)14-40-30(26)35)16-10-23(37-4)28(39-6)24(11-16)38-5/h10-13,19-20,25-27H,8-9,14-15H2,1-7H3,(H,33,36)/t19-,20-,25+,26-,27-/m0/s1

Standard InChI Key:  MGJITKKJXXLLGL-DFMIVSQNSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4874885

   ---

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: 645.73

Molecular Weight (Monoisotopic): 645.2244

AlogP: 4.61

#Rotatable Bonds: 10

Polar Surface Area: 137.08

Molecular Species: NEUTRAL

HBA: 12

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.82

CX Basic pKa: ┄

CX LogP: 3.85

CX LogD: 3.85

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.29

Np Likeness Score: 0.70

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