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

ID: ALA4284576

Chembl Id: CHEMBL4284576

PubChem CID: 145989959

Max Phase: Preclinical

Molecular Formula: C42H30N2O8

Molecular Weight: 690.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C(O)=Cc2cn(CCCC[C@@H](C(=O)O)n3cc4c5c(c(-c6ccccc6)ccc5c3=O)C(=O)C(O)=C4)c(=O)c3ccc(-c4ccccc4)c1c23

Standard InChI:  InChI=1S/C42H30N2O8/c45-32-19-25-21-43(40(49)29-16-14-27(23-9-3-1-4-10-23)36(34(25)29)38(32)47)18-8-7-13-31(42(51)52)44-22-26-20-33(46)39(48)37-28(24-11-5-2-6-12-24)15-17-30(35(26)37)41(44)50/h1-6,9-12,14-17,19-22,31,45-46H,7-8,13,18H2,(H,51,52)/t31-/m0/s1

Standard InChI Key:  SXLDLQVEDHHTIR-HKBQPEDESA-N

Alternative Forms

1. Parent:

   

   ALA4284576

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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: 690.71

Molecular Weight (Monoisotopic): 690.2002

AlogP: 7.34

#Rotatable Bonds: 9

Polar Surface Area: 155.90

Molecular Species: ACID

HBA: 9

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.28

CX Basic pKa: ┄

CX LogP: 5.19

CX LogD: 1.75

Aromatic Rings: 6

Heavy Atoms: 52

QED Weighted: 0.13

Np Likeness Score: 0.13

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