7-(28-betulinyloxy)-6-chloro-2-methyl-5,8-quinolinedione

ID: ALA4550434

Chembl Id: CHEMBL4550434

PubChem CID: 155555286

Max Phase: Preclinical

Molecular Formula: C40H54ClNO4

Molecular Weight: 648.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2(COC3=C(Cl)C(=O)c4ccc(C)nc4C3=O)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C40H54ClNO4/c1-22(2)24-13-18-40(21-46-35-31(41)33(44)25-10-9-23(3)42-32(25)34(35)45)20-19-38(7)26(30(24)40)11-12-28-37(6)16-15-29(43)36(4,5)27(37)14-17-39(28,38)8/h9-10,24,26-30,43H,1,11-21H2,2-8H3/t24-,26+,27-,28+,29-,30+,37-,38+,39+,40+/m0/s1

Standard InChI Key:  UWDQYQIIUABRDN-BJFNSDHTSA-N

Alternative Forms

1. Parent:

   

   ALA4550434

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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: 648.33

Molecular Weight (Monoisotopic): 647.3741

AlogP: 9.25

#Rotatable Bonds: 4

Polar Surface Area: 76.49

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 1.84

CX LogP: 7.46

CX LogD: 7.46

Aromatic Rings: 1

Heavy Atoms: 46

QED Weighted: 0.33

Np Likeness Score: 2.14

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