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

ID: ALA4471946

Chembl Id: CHEMBL4471946

PubChem CID: 155535466

Max Phase: Preclinical

Molecular Formula: C41H54ClNO5

Molecular Weight: 676.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2(COC3=C(Cl)C(=O)c4cccnc4C3=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/C41H54ClNO5/c1-23(2)25-13-18-41(22-47-36-32(42)34(45)26-10-9-21-43-33(26)35(36)46)20-19-39(7)27(31(25)41)11-12-29-38(6)16-15-30(48-24(3)44)37(4,5)28(38)14-17-40(29,39)8/h9-10,21,25,27-31H,1,11-20,22H2,2-8H3/t25-,27+,28-,29+,30-,31+,38-,39+,40+,41+/m0/s1

Standard InChI Key:  QNBAUJCCKCEVQK-RAYJEGICSA-N

Alternative Forms

1. Parent:

   

   ALA4471946

   ---

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: 676.34

Molecular Weight (Monoisotopic): 675.3691

AlogP: 9.52

#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: 7.77

CX LogD: 7.77

Aromatic Rings: 1

Heavy Atoms: 48

QED Weighted: 0.23

Np Likeness Score: 2.20

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