7-(3-acetyl-28-betulinyloxy)-6-chloro-2-methyl-5,8-quinolinedione

ID: ALA4476166

Chembl Id: CHEMBL4476166

PubChem CID: 155538238

Max Phase: Preclinical

Molecular Formula: C42H56ClNO5

Molecular Weight: 690.37

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

Standard InChI:  InChI=1S/C42H56ClNO5/c1-23(2)26-14-19-42(22-48-37-33(43)35(46)27-11-10-24(3)44-34(27)36(37)47)21-20-40(8)28(32(26)42)12-13-30-39(7)17-16-31(49-25(4)45)38(5,6)29(39)15-18-41(30,40)9/h10-11,26,28-32H,1,12-22H2,2-9H3/t26-,28+,29-,30+,31-,32+,39-,40+,41+,42+/m0/s1

Standard InChI Key:  UCTLBVPPQSSUFF-JCVUFJQVSA-N

Alternative Forms

1. Parent:

   

   ALA4476166

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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: 690.37

Molecular Weight (Monoisotopic): 689.3847

AlogP: 9.83

#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: 1.84

CX LogP: 7.90

CX LogD: 7.90

Aromatic Rings: 1

Heavy Atoms: 49

QED Weighted: 0.23

Np Likeness Score: 2.13

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