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

ID: ALA4453150

Chembl Id: CHEMBL4453150

PubChem CID: 155522656

Max Phase: Preclinical

Molecular Formula: C39H52ClNO4

Molecular Weight: 634.30

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](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C39H52ClNO4/c1-22(2)23-12-17-39(21-45-34-30(40)32(43)24-9-8-20-41-31(24)33(34)44)19-18-37(6)25(29(23)39)10-11-27-36(5)15-14-28(42)35(3,4)26(36)13-16-38(27,37)7/h8-9,20,23,25-29,42H,1,10-19,21H2,2-7H3/t23-,25+,26-,27+,28-,29+,36-,37+,38+,39+/m0/s1

Standard InChI Key:  HSDXVSMLPYCRAN-RAHINHLKSA-N

Alternative Forms

1. Parent:

   

   ALA4453150

   ---

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: 634.30

Molecular Weight (Monoisotopic): 633.3585

AlogP: 8.95

#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: 2.08

CX LogP: 7.33

CX LogD: 7.33

Aromatic Rings: 1

Heavy Atoms: 45

QED Weighted: 0.34

Np Likeness Score: 2.21

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