ID: ALA597409

Max Phase: Preclinical

Molecular Formula: C23H16N4O5

Molecular Weight: 428.40

Molecule Type: Small molecule

Representations

Synonyms (1): 11'-Hydroxylavendamycin Methyl Ester
Synonyms from Alternative Forms(1):

Canonical SMILES:  COC(=O)c1nc(-c2ccc3c(n2)C(=O)C(N)=CC3=O)c2[nH]c3ccc(O)cc3c2c1C

Standard InChI:  InChI=1S/C23H16N4O5/c1-9-17-12-7-10(28)3-5-14(12)25-21(17)20(27-18(9)23(31)32-2)15-6-4-11-16(29)8-13(24)22(30)19(11)26-15/h3-8,25,28H,24H2,1-2H3

Standard InChI Key:  WSZHYNWIIHSKLC-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: 428.40

Molecular Weight (Monoisotopic): 428.1121

AlogP: 2.80

#Rotatable Bonds: 2

Polar Surface Area: 148.26

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.03

CX Basic pKa: 0.93

CX LogP: 2.22

CX LogD: 2.21

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.41

Np Likeness Score: 0.81

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