ID: ALA31205

Max Phase: Preclinical

Molecular Formula: C37H40N2O12

Molecular Weight: 704.73

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOC(=O)CC[C@H](NC(=O)c1ccc(N[C@@H]2c3cc4c(cc3[C@@H](c3cc(OC)c(O)c(OC)c3)[C@H]3C(=O)OC[C@@H]32)OCO4)cc1)C(=O)OCC

Standard InChI:  InChI=1S/C37H40N2O12/c1-5-47-30(40)12-11-25(36(43)48-6-2)39-35(42)19-7-9-21(10-8-19)38-33-23-16-27-26(50-18-51-27)15-22(23)31(32-24(33)17-49-37(32)44)20-13-28(45-3)34(41)29(14-20)46-4/h7-10,13-16,24-25,31-33,38,41H,5-6,11-12,17-18H2,1-4H3,(H,39,42)/t24-,25-,31+,32-,33+/m0/s1

Standard InChI Key:  WNRMXJFDWZLAJB-FVNZCJSRSA-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: 704.73

Molecular Weight (Monoisotopic): 704.2581

AlogP: 4.23

#Rotatable Bonds: 13

Polar Surface Area: 177.18

Molecular Species: NEUTRAL

HBA: 13

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.33

CX Basic pKa: 2.64

CX LogP: 3.21

CX LogD: 3.21

Aromatic Rings: 3

Heavy Atoms: 51

QED Weighted: 0.17

Np Likeness Score: 0.70

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. Xiao Z, Xiao YD, Feng J, Golbraikh A, Tropsha A, Lee KH..  (2002)  Antitumor agents. 213. Modeling of epipodophyllotoxin derivatives using variable selection k nearest neighbor QSAR method.,  45  (11): [PMID:12014968] [10.1021/jm0105427]

3. 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