2-tert-Butoxycarbonylamino-3-(1H-indol-3-yl)-propionic acid (3R,8R,9R)-9-[3,4-dimethoxy-5-((R)-methoxy)-phenyl]-8-(S)-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl ester

ID: ALA4854505

PubChem CID: 164612341

Max Phase: Preclinical

Molecular Formula: C38H40N2O11

Molecular Weight: 700.74

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc([C@@H]2c3cc4c(cc3[C@H](OC(=O)[C@H](Cc3c[nH]c5ccccc35)NC(=O)OC(C)(C)C)[C@H]3COC(=O)[C@H]23)OCO4)cc(OC)c1OC

Standard InChI:  InChI=1S/C38H40N2O11/c1-38(2,3)51-37(43)40-26(11-20-16-39-25-10-8-7-9-21(20)25)35(41)50-33-23-15-28-27(48-18-49-28)14-22(23)31(32-24(33)17-47-36(32)42)19-12-29(44-4)34(46-6)30(13-19)45-5/h7-10,12-16,24,26,31-33,39H,11,17-18H2,1-6H3,(H,40,43)/t24-,26-,31+,32-,33-/m0/s1

Standard InChI Key:  ZIVXDNVPQSHZJB-OHONCRFWSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4854505

   ---

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: 700.74

Molecular Weight (Monoisotopic): 700.2632

AlogP: 5.58

#Rotatable Bonds: 9

Polar Surface Area: 152.87

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.91

CX Basic pKa: ┄

CX LogP: 4.96

CX LogD: 4.96

Aromatic Rings: 4

Heavy Atoms: 51

QED Weighted: 0.17

Np Likeness Score: 0.74

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