ID: ALA596787

Max Phase: Preclinical

Molecular Formula: C27H20ClN5O4

Molecular Weight: 513.94

Molecule Type: Small molecule

Representations

Synonyms (1): 7-N-Chloroacetyldemethyllavendamycin Pyrrolidine Amide
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C(CCl)NC1=CC(=O)c2ccc(-c3nc(C(=O)N4CCCC4)cc4c3[nH]c3ccccc34)nc2C1=O

Standard InChI:  InChI=1S/C27H20ClN5O4/c28-13-22(35)29-19-12-21(34)15-7-8-18(31-24(15)26(19)36)25-23-16(14-5-1-2-6-17(14)30-23)11-20(32-25)27(37)33-9-3-4-10-33/h1-2,5-8,11-12,30H,3-4,9-10,13H2,(H,29,35)

Standard InChI Key:  UBUVJMWIVJOQFK-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: 513.94

Molecular Weight (Monoisotopic): 513.1204

AlogP: 3.63

#Rotatable Bonds: 4

Polar Surface Area: 125.12

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.74

CX Basic pKa: 0.47

CX LogP: 2.27

CX LogD: 2.27

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.40

Np Likeness Score: -0.20

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