6-chloro-7-(3,28-diacetyl-30-betulinyloxy)-2-methyl-5,8-quinolinedione

ID: ALA4454208

Chembl Id: CHEMBL4454208

PubChem CID: 155523594

Max Phase: Preclinical

Molecular Formula: C44H58ClNO7

Molecular Weight: 748.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(COC1=C(Cl)C(=O)c2ccc(C)nc2C1=O)[C@@H]1CC[C@]2(COC(C)=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/C44H58ClNO7/c1-24(22-51-39-35(45)37(49)29-11-10-25(2)46-36(29)38(39)50)28-14-19-44(23-52-26(3)47)21-20-42(8)30(34(28)44)12-13-32-41(7)17-16-33(53-27(4)48)40(5,6)31(41)15-18-43(32,42)9/h10-11,28,30-34H,1,12-23H2,2-9H3/t28-,30+,31-,32+,33-,34+,41-,42+,43+,44+/m0/s1

Standard InChI Key:  UXHPGSMCGBCINZ-WJQUYNEGSA-N

Alternative Forms

1. Parent:

   

   ALA4454208

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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: 748.40

Molecular Weight (Monoisotopic): 747.3902

AlogP: 9.37

#Rotatable Bonds: 7

Polar Surface Area: 108.86

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 1.84

CX LogP: 7.06

CX LogD: 7.06

Aromatic Rings: 1

Heavy Atoms: 53

QED Weighted: 0.20

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