(methyl 2-ethyl-5,7,12-trihydroxy-4-[(2-hydroxyethyl)amino]-6,11-dioxonaphthacenecarboxylate

ID: ALA427444

Chembl Id: CHEMBL427444

PubChem CID: 16720549

Max Phase: Preclinical

Molecular Formula: C24H21NO8

Molecular Weight: 451.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1cc(NCCO)c2c(O)c3c(c(O)c2c1C(=O)OC)C(=O)c1cccc(O)c1C3=O

Standard InChI:  InChI=1S/C24H21NO8/c1-3-10-9-12(25-7-8-26)16-17(14(10)24(32)33-2)23(31)18-19(22(16)30)21(29)15-11(20(18)28)5-4-6-13(15)27/h4-6,9,25-27,30-31H,3,7-8H2,1-2H3

Standard InChI Key:  QZOYVKFIBGXGPC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA427444

   Anthracyclinone Blue B

Molecule Features

Natural Product: Yes

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: 451.43

Molecular Weight (Monoisotopic): 451.1267

AlogP: 2.49

#Rotatable Bonds: 5

Polar Surface Area: 153.39

Molecular Species: NEUTRAL

HBA: 9

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.61

CX Basic pKa: 1.57

CX LogP: 4.69

CX LogD: 4.47

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.23

Np Likeness Score: 0.47

References

1. Käpylä J, Pentikäinen OT, Nyrönen T, Nissinen L, Lassander S, Jokinen J, Lahti M, Marjamäki A, Johnson MS, Heino J..  (2007)  Small molecule designed to target metal binding site in the alpha2I domain inhibits integrin function.,  50  (11): [PMID:17447751] [10.1021/jm070063t]

Source

Source(1):

• Scientific Literature