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

ID: ALA4293006

Chembl Id: CHEMBL4293006

PubChem CID: 145988562

Max Phase: Preclinical

Molecular Formula: C28H21NO5

Molecular Weight: 451.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1=Cc2cn([C@@H](Cc3ccccc3)C(=O)O)c(=O)c3ccc(-c4ccccc4)c(c23)C1=O

Standard InChI:  InChI=1S/C28H21NO5/c1-34-23-15-19-16-29(22(28(32)33)14-17-8-4-2-5-9-17)27(31)21-13-12-20(18-10-6-3-7-11-18)25(24(19)21)26(23)30/h2-13,15-16,22H,14H2,1H3,(H,32,33)/t22-/m0/s1

Standard InChI Key:  FYIFHCHGJUFBJZ-QFIPXVFZSA-N

Alternative Forms

1. Parent:

   

   ALA4293006

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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: 451.48

Molecular Weight (Monoisotopic): 451.1420

AlogP: 4.72

#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: 3.55

CX Basic pKa: ┄

CX LogP: 4.14

CX LogD: 0.78

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: 0.47

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