ID: ALA224585

Max Phase: Preclinical

Molecular Formula: C25H18N4O5

Molecular Weight: 454.44

Molecule Type: Small molecule

Representations

Synonyms (1): 7-N-Acetyldemethyllavendamycin Ethyl Ester
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCOC(=O)c1cc2c([nH]c3ccccc32)c(-c2ccc3c(n2)C(=O)C(NC(C)=O)=CC3=O)n1

Standard InChI:  InChI=1S/C25H18N4O5/c1-3-34-25(33)19-10-15-13-6-4-5-7-16(13)27-21(15)23(29-19)17-9-8-14-20(31)11-18(26-12(2)30)24(32)22(14)28-17/h4-11,27H,3H2,1-2H3,(H,26,30)

Standard InChI Key:  ALWRDKCJCRIARF-UHFFFAOYSA-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: 454.44

Molecular Weight (Monoisotopic): 454.1277

AlogP: 3.35

#Rotatable Bonds: 4

Polar Surface Area: 131.11

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.40

CX Basic pKa: 0.51

CX LogP: 2.19

CX LogD: 2.19

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.45

Np Likeness Score: 0.15

References

1. Behforouz M, Cai W, Mohammadi F, Stocksdale MG, Gu Z, Ahmadian M, Baty DE, Etling MR, Al-Anzi CH, Swiftney TM, Tanzer LR, Merriman RL, Behforouz NC..  (2007)  Synthesis and evaluation of antitumor activity of novel N-acyllavendamycin analogues and quinoline-5,8-diones.,  15  (1): [PMID:17035024] [10.1016/j.bmc.2006.09.039]

2. Cai W, Hassani M, Karki R, Walter ED, Koelsch KH, Seradj H, Lineswala JP, Mirzaei H, York JS, Olang F, Sedighi M, Lucas JS, Eads TJ, Rose AS, Charkhzarrin S, Hermann NG, Beall HD, Behforouz M..  (2010)  Synthesis, metabolism and in vitro cytotoxicity studies on novel lavendamycin antitumor agents.,  18  (5): [PMID:20149966] [10.1016/j.bmc.2010.01.037]

Source

Source(1):

• Scientific Literature