3-Chloro-thiophene-2-carboxylic 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: ALA4857960

PubChem CID: 164610363

Max Phase: Preclinical

Molecular Formula: C27H23ClO9S

Molecular Weight: 558.99

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc([C@@H]2c3cc4c(cc3[C@H](OC(=O)c3sccc3Cl)[C@H]3COC(=O)[C@H]23)OCO4)cc(OC)c1OC

Standard InChI:  InChI=1S/C27H23ClO9S/c1-31-19-6-12(7-20(32-2)24(19)33-3)21-13-8-17-18(36-11-35-17)9-14(13)23(15-10-34-26(29)22(15)21)37-27(30)25-16(28)4-5-38-25/h4-9,15,21-23H,10-11H2,1-3H3/t15-,21+,22-,23-/m0/s1

Standard InChI Key:  QYPJSFZDKFXFKQ-ABDYDURRSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4857960

   ---

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: 558.99

Molecular Weight (Monoisotopic): 558.0751

AlogP: 4.99

#Rotatable Bonds: 6

Polar Surface Area: 98.75

Molecular Species: NEUTRAL

HBA: 10

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.64

CX LogD: 4.64

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.39

Np Likeness Score: 0.79

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