2-[(1''S)-1''-carboxy-2''-(1H-indol-3'''-yl)-ethyl]-5-methoxy-7-phenyl-2H-benzo[de]isoquinoline-1,6-dione

ID: ALA4277872

Chembl Id: CHEMBL4277872

PubChem CID: 145982053

Max Phase: Preclinical

Molecular Formula: C30H22N2O5

Molecular Weight: 490.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1=Cc2cn([C@@H](Cc3c[nH]c4ccccc34)C(=O)O)c(=O)c3ccc(-c4ccccc4)c(c23)C1=O

Standard InChI:  InChI=1S/C30H22N2O5/c1-37-25-14-19-16-32(24(30(35)36)13-18-15-31-23-10-6-5-9-20(18)23)29(34)22-12-11-21(17-7-3-2-4-8-17)27(26(19)22)28(25)33/h2-12,14-16,24,31H,13H2,1H3,(H,35,36)/t24-/m0/s1

Standard InChI Key:  SXSMDYAOGXUVLK-DEOSSOPVSA-N

Alternative Forms

1. Parent:

   

   ALA4277872

   ---

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: 490.52

Molecular Weight (Monoisotopic): 490.1529

AlogP: 5.20

#Rotatable Bonds: 6

Polar Surface Area: 101.39

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.64

CX Basic pKa: ┄

CX LogP: 4.24

CX LogD: 0.91

Aromatic Rings: 5

Heavy Atoms: 37

QED Weighted: 0.34

Np Likeness Score: 0.45

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