2-[(1''R)-1''-carboxy-3''-methyl-n-butyl]-5-methoxy-7-phenyl-2H-benzo[de]isoquinoline-1,6-dione

ID: ALA4281746

Chembl Id: CHEMBL4281746

PubChem CID: 145979499

Max Phase: Preclinical

Molecular Formula: C25H23NO5

Molecular Weight: 417.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1=Cc2cn([C@H](CC(C)C)C(=O)O)c(=O)c3ccc(-c4ccccc4)c(c23)C1=O

Standard InChI:  InChI=1S/C25H23NO5/c1-14(2)11-19(25(29)30)26-13-16-12-20(31-3)23(27)22-17(15-7-5-4-6-8-15)9-10-18(21(16)22)24(26)28/h4-10,12-14,19H,11H2,1-3H3,(H,29,30)/t19-/m1/s1

Standard InChI Key:  PTLLFHFLONEQBF-LJQANCHMSA-N

Alternative Forms

1. Parent:

   

   ALA4281746

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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: 417.46

Molecular Weight (Monoisotopic): 417.1576

AlogP: 4.52

#Rotatable Bonds: 6

Polar Surface Area: 85.60

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.58

CX Basic pKa: ┄

CX LogP: 3.74

CX LogD: 0.39

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.64

Np Likeness Score: 0.54

References

1. Chen Y, Paetz C, Schneider B..  (2018)  Precursor-Directed Biosynthesis of Phenylbenzoisoquinolindione Alkaloids and the Discovery of a Phenylphenalenone-Based Plant Defense Mechanism.,  81  (4): [PMID:29509420] [10.1021/acs.jnatprod.7b00885]

Source

Source(1):

• Scientific Literature