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

ID: ALA4575987

Chembl Id: CHEMBL4575987

PubChem CID: 155564323

Max Phase: Preclinical

Molecular Formula: C42H52ClNO5

Molecular Weight: 686.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CC(=O)OC[C@]12CC[C@@H](C(=C)C)[C@@H]1[C@H]1CC[C@@H]3[C@@]4(C)CC[C@H](OC5=C(Cl)C(=O)c6cccnc6C5=O)C(C)(C)[C@@H]4CC[C@@]3(C)[C@]1(C)CC2

Standard InChI:  InChI=1S/C42H52ClNO5/c1-9-31(45)48-23-42-19-14-25(24(2)3)32(42)27-12-13-29-39(6)17-16-30(38(4,5)28(39)15-18-41(29,8)40(27,7)20-21-42)49-37-33(43)35(46)26-11-10-22-44-34(26)36(37)47/h1,10-11,22,25,27-30,32H,2,12-21,23H2,3-8H3/t25-,27+,28-,29+,30-,32+,39-,40+,41+,42+/m0/s1

Standard InChI Key:  CHGPVYUKOGMUPQ-OZPGXKQYSA-N

Alternative Forms

1. Parent:

   

   ALA4575987

   ---

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: 686.33

Molecular Weight (Monoisotopic): 685.3534

AlogP: 9.13

#Rotatable Bonds: 5

Polar Surface Area: 82.56

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 2.08

CX LogP: 8.41

CX LogD: 8.41

Aromatic Rings: 1

Heavy Atoms: 49

QED Weighted: 0.13

Np Likeness Score: 2.09

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