(3R)-3-carboxy-8-phenyl-10-hydroxy-2H-benzo[de]5H-thiazolo[3,2-b]isoquinoline-5,9-dione

ID: ALA4292466

Chembl Id: CHEMBL4292466

PubChem CID: 145986944

Max Phase: Preclinical

Molecular Formula: C21H13NO5S

Molecular Weight: 391.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C(O)=Cc2c3n(c(=O)c4ccc(-c5ccccc5)c1c24)[C@H](C(=O)O)CS3

Standard InChI:  InChI=1S/C21H13NO5S/c23-15-8-13-16-12(19(25)22-14(21(26)27)9-28-20(13)22)7-6-11(17(16)18(15)24)10-4-2-1-3-5-10/h1-8,14,23H,9H2,(H,26,27)/t14-/m0/s1

Standard InChI Key:  KSKNTBFOJWZWMH-AWEZNQCLSA-N

Alternative Forms

1. Parent:

   

   ALA4292466

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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: 391.40

Molecular Weight (Monoisotopic): 391.0514

AlogP: 3.50

#Rotatable Bonds: 2

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: 3.17

CX Basic pKa: ┄

CX LogP: 2.62

CX LogD: -0.84

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.69

Np Likeness Score: 0.63

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