7-N-Acetyldemethyllavendmycin N-benzylpiperazine amide

ID: ALA590473

Chembl Id: CHEMBL590473

PubChem CID: 46228772

Max Phase: Preclinical

Molecular Formula: C34H28N6O4

Molecular Weight: 584.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NC1=CC(=O)c2ccc(-c3nc(C(=O)N4CCN(Cc5ccccc5)CC4)cc4c3[nH]c3ccccc34)nc2C1=O

Standard InChI:  InChI=1S/C34H28N6O4/c1-20(41)35-27-18-29(42)23-11-12-26(37-31(23)33(27)43)32-30-24(22-9-5-6-10-25(22)36-30)17-28(38-32)34(44)40-15-13-39(14-16-40)19-21-7-3-2-4-8-21/h2-12,17-18,36H,13-16,19H2,1H3,(H,35,41)

Standard InChI Key:  KZZJGQHANGCMOL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA590473

   N-[2-[3-(4-benzylpiperazine-1-carbonyl)-9H-pyrido[3,4-b]indol-1-yl]-5,8-dioxoquinolin-7-yl]acetamide

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

Calculated Properties

Molecular Weight: 584.64

Molecular Weight (Monoisotopic): 584.2172

AlogP: 4.14

#Rotatable Bonds: 5

Polar Surface Area: 128.36

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.76

CX Basic pKa: 6.72

CX LogP: 2.90

CX LogD: 2.82

Aromatic Rings: 5

Heavy Atoms: 44

QED Weighted: 0.32

Np Likeness Score: -0.37

References

1. 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