8-Acetyl-10-(4-amino-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-8,11-dihydroxy-6-imino-1-methoxy-1,2,6,6a,7,8,9,10-octahydro-naphthacene-5,12-dione

ID: ALA424632

Chembl Id: CHEMBL424632

PubChem CID: 44353551

Max Phase: Preclinical

Molecular Formula: C27H28N2O9

Molecular Weight: 524.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(C)=O)C[C@@H]3OC1CC(N)C(=N)C(C)O1

Standard InChI:  InChI=1S/C27H28N2O9/c1-10-22(29)14(28)7-17(37-10)38-16-9-27(35,11(2)30)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33/h4-6,10,14,16-17,29,32,34-35H,7-9,28H2,1-3H3/t10?,14?,16-,17?,27-/m0/s1

Standard InChI Key:  IIWOSKLRNWTRER-VVEQPMRSSA-N

Alternative Forms

1. Parent:

   

   ALA424632

   (7S,9S)-9-acetyl-7-(4-amino-5-imino-6-methyloxan-2-yl)oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-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: 524.53

Molecular Weight (Monoisotopic): 524.1795

AlogP: 1.69

#Rotatable Bonds: 4

Polar Surface Area: 189.46

Molecular Species: BASE

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.91

CX Basic pKa: 8.66

CX LogP: 2.16

CX LogD: 1.83

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.31

Np Likeness Score: 1.45

References

1. Stefańska B, Dzieduszycka M, Martelli S, Tarasiuk J, Bontemps-Gracz M, Borowski E..  (1993)  6-[(aminoalkyl)amino]-substituted 7H-benzo[e]perimidin-7-ones as novel antineoplastic agents. Synthesis and biological evaluation.,  36  (1): [PMID:8421288] [10.1021/jm00053a005]

Source

Source(1):

• Scientific Literature