ID: ALA374616

Max Phase: Preclinical

Molecular Formula: C30H28N4O5

Molecular Weight: 524.58

Molecule Type: Small molecule

Representations

Synonyms (1): N-Butyryldemethyllavendamycin Isoamyl Ester
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCCC(=O)NC1=CC(=O)c2ccc(-c3nc(C(=O)OCCC(C)C)cc4c3[nH]c3ccccc34)nc2C1=O

Standard InChI:  InChI=1S/C30H28N4O5/c1-4-7-25(36)31-22-15-24(35)18-10-11-21(33-27(18)29(22)37)28-26-19(17-8-5-6-9-20(17)32-26)14-23(34-28)30(38)39-13-12-16(2)3/h5-6,8-11,14-16,32H,4,7,12-13H2,1-3H3,(H,31,36)

Standard InChI Key:  DLQBEBBXOMNHKA-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: 524.58

Molecular Weight (Monoisotopic): 524.2060

AlogP: 5.16

#Rotatable Bonds: 8

Polar Surface Area: 131.11

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.40

CX Basic pKa: 0.51

CX LogP: 4.59

CX LogD: 4.59

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.30

Np Likeness Score: 0.16

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. Hassani M, Cai W, Koelsch KH, Holley DC, Rose AS, Olang F, Lineswala JP, Holloway WG, Gerdes JM, Behforouz M, Beall HD..  (2008)  Lavendamycin antitumor agents: structure-based design, synthesis, and NAD(P)H:quinone oxidoreductase 1 (NQO1) model validation with molecular docking and biological studies.,  51  (11): [PMID:18457384] [10.1021/jm701066a]

Source

Source(1):

• Scientific Literature