ID: ALA31925

Max Phase: Preclinical

Molecular Formula: C28H25NO9

Molecular Weight: 519.51

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc([C@@H]2c3cc4c(cc3[C@@H](Nc3ccc(C(=O)O)cc3)[C@H]3COC(=O)[C@H]23)OCO4)cc(OC)c1O

Standard InChI:  InChI=1S/C28H25NO9/c1-34-21-7-14(8-22(35-2)26(21)30)23-16-9-19-20(38-12-37-19)10-17(16)25(18-11-36-28(33)24(18)23)29-15-5-3-13(4-6-15)27(31)32/h3-10,18,23-25,29-30H,11-12H2,1-2H3,(H,31,32)/t18-,23+,24-,25+/m0/s1

Standard InChI Key:  CZXDFQJUHGPKOF-LVEBQJTPSA-N

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

Properties

Molecular Weight: 519.51

Molecular Weight (Monoisotopic): 519.1529

AlogP: 3.92

#Rotatable Bonds: 6

Polar Surface Area: 132.78

Molecular Species: ACID

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.73

CX Basic pKa: 2.18

CX LogP: 3.10

CX LogD: 0.47

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.41

Np Likeness Score: 1.11

References

1. Cho SJ, Tropsha A, Suffness M, Cheng YC, Lee KH..  (1996)  Antitumor agents. 163. Three-dimensional quantitative structure-activity relationship study of 4'-O-demethylepipodophyllotoxin analogs using the modified CoMFA/q2-GRS approach.,  39  (7): [PMID:8691468] [10.1021/jm9503052]

2. Zhang YL, Guo X, Cheng YC, Lee KH..  (1994)  Antitumor agents. 148. Synthesis and biological evaluation of novel 4 beta-amino derivatives of etoposide with better pharmacological profiles.,  37  (4): [PMID:8120864] [10.1021/jm00030a003]

Source

Source(1):

• Scientific Literature