6-chloro-7-(3,28-diacetyl-30-betulinyloxy)-5,8-quinolinedione

ID: ALA4449506

Chembl Id: CHEMBL4449506

PubChem CID: 155520795

Max Phase: Preclinical

Molecular Formula: C43H56ClNO7

Molecular Weight: 734.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(COC1=C(Cl)C(=O)c2cccnc2C1=O)[C@@H]1CC[C@]2(COC(C)=O)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](OC(C)=O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C43H56ClNO7/c1-24(22-50-38-34(44)36(48)28-10-9-21-45-35(28)37(38)49)27-13-18-43(23-51-25(2)46)20-19-41(7)29(33(27)43)11-12-31-40(6)16-15-32(52-26(3)47)39(4,5)30(40)14-17-42(31,41)8/h9-10,21,27,29-33H,1,11-20,22-23H2,2-8H3/t27-,29+,30-,31+,32-,33+,40-,41+,42+,43+/m0/s1

Standard InChI Key:  NVGUMIXSNJYIPR-BOCBSQLSSA-N

Alternative Forms

1. Parent:

   

   ALA4449506

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 734.37

Molecular Weight (Monoisotopic): 733.3745

AlogP: 9.06

#Rotatable Bonds: 7

Polar Surface Area: 108.86

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 2.08

CX LogP: 6.93

CX LogD: 6.93

Aromatic Rings: 1

Heavy Atoms: 52

QED Weighted: 0.20

Np Likeness Score: 2.15

References

1. Kadela-Tomanek M, Bębenek E, Chrobak E, Marciniec K, Latocha M, Kuśmierz D, Jastrzębska M, Boryczka S..  (2019)  Betulin-1,4-quinone hybrids: Synthesis, anticancer activity and molecular docking study with NQO1 enzyme.,  177  [PMID:31158746] [10.1016/j.ejmech.2019.05.063]

Source

Source(1):

• Scientific Literature