7,16-dihydroxy-5,14-dimethyl-(1S,13S,16R)-2-oxa-14-azatetracyclo[11.2.1.01,10.03,8]hexadeca-3,5,7,10-tetraene-9,15-dione

ID: ALA606989

Chembl Id: CHEMBL606989

PubChem CID: 46877880

Max Phase: Preclinical

Molecular Formula: C16H15NO5

Molecular Weight: 301.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(O)c2c(c1)O[C@@]13C(=O)N(C)[C@@H](CC=C1C2=O)[C@H]3O

Standard InChI:  InChI=1S/C16H15NO5/c1-7-5-10(18)12-11(6-7)22-16-8(13(12)19)3-4-9(14(16)20)17(2)15(16)21/h3,5-6,9,14,18,20H,4H2,1-2H3/t9-,14+,16-/m0/s1

Standard InChI Key:  SOHNEJINHDIELZ-JNHRWOMLSA-N

Alternative Forms

1. Parent:

   

   ALA606989

   (1S,13S,16R)-7,16-dihydroxy-5,14-dimethyl-2-oxa-14-azatetracyclo[11.2.1.01,10.03,8]hexadeca-3,5,7,10-tetraene-9,15-dione

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: 301.30

Molecular Weight (Monoisotopic): 301.0950

AlogP: 0.55

#Rotatable Bonds: ┄

Polar Surface Area: 87.07

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.88

CX Basic pKa: ┄

CX LogP: 1.20

CX LogD: 1.19

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.73

Np Likeness Score: 1.62

References

1. Sato S, Suga Y, Yoshimura T, Nakagawa R, Tsuji T, Umemura K, Andoh T..  (1999)  Syntheses of novel antitumor dihydroxanthone derivatives with inhibitory activity against DNA topoisomerase II.,  9  (18): [PMID:10509910] [10.1016/s0960-894x(99)00440-0]

Source

Source(1):

• Scientific Literature