2-[(1''S)-1''-carboxy-3''-methylthio-propyl]-5-hydroxy-7-phenyl-2H-benzo[de]isoquinoline-1,6-dione

ID: ALA4288528

Chembl Id: CHEMBL4288528

PubChem CID: 145990957

Max Phase: Preclinical

Molecular Formula: C23H19NO5S

Molecular Weight: 421.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSCC[C@@H](C(=O)O)n1cc2c3c(c(-c4ccccc4)ccc3c1=O)C(=O)C(O)=C2

Standard InChI:  InChI=1S/C23H19NO5S/c1-30-10-9-17(23(28)29)24-12-14-11-18(25)21(26)20-15(13-5-3-2-4-6-13)7-8-16(19(14)20)22(24)27/h2-8,11-12,17,25H,9-10H2,1H3,(H,28,29)/t17-/m0/s1

Standard InChI Key:  RVFQUAKBEULUMT-KRWDZBQOSA-N

Alternative Forms

1. Parent:

   

   ALA4288528

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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: 421.47

Molecular Weight (Monoisotopic): 421.0984

AlogP: 4.14

#Rotatable Bonds: 6

Polar Surface Area: 96.60

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.45

CX Basic pKa: ┄

CX LogP: 3.02

CX LogD: -0.38

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: 0.23

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