2-[(1''S)-1''-carboxy-2''-(4'''-hydroxyphenyl)-ethyl]-5-methoxy-7-phenyl-2H-benzo[de]isoquinoline-1,6-dione

ID: ALA4285174

Chembl Id: CHEMBL4285174

PubChem CID: 145993270

Max Phase: Preclinical

Molecular Formula: C28H21NO6

Molecular Weight: 467.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1=Cc2cn([C@@H](Cc3ccc(O)cc3)C(=O)O)c(=O)c3ccc(-c4ccccc4)c(c23)C1=O

Standard InChI:  InChI=1S/C28H21NO6/c1-35-23-14-18-15-29(22(28(33)34)13-16-7-9-19(30)10-8-16)27(32)21-12-11-20(17-5-3-2-4-6-17)25(24(18)21)26(23)31/h2-12,14-15,22,30H,13H2,1H3,(H,33,34)/t22-/m0/s1

Standard InChI Key:  MMXMQMAZQPJDCG-QFIPXVFZSA-N

Alternative Forms

1. Parent:

   

   ALA4285174

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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: 467.48

Molecular Weight (Monoisotopic): 467.1369

AlogP: 4.43

#Rotatable Bonds: 6

Polar Surface Area: 105.83

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.40

CX Basic pKa: ┄

CX LogP: 3.84

CX LogD: 0.43

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.43

Np Likeness Score: 0.58

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