2-chloro-3-(28-propynoyl-3-betulinyloxy)-1,4-naphthoquinone

ID: ALA4563912

Chembl Id: CHEMBL4563912

PubChem CID: 155559526

Max Phase: Preclinical

Molecular Formula: C43H53ClO5

Molecular Weight: 685.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CC(=O)OC[C@]12CC[C@@H](C(=C)C)[C@@H]1[C@H]1CC[C@@H]3[C@@]4(C)CC[C@H](OC5=C(Cl)C(=O)c6ccccc6C5=O)C(C)(C)[C@@H]4CC[C@@]3(C)[C@]1(C)CC2

Standard InChI:  InChI=1S/C43H53ClO5/c1-9-33(45)48-24-43-21-16-26(25(2)3)34(43)29-14-15-31-40(6)19-18-32(39(4,5)30(40)17-20-42(31,8)41(29,7)22-23-43)49-38-35(44)36(46)27-12-10-11-13-28(27)37(38)47/h1,10-13,26,29-32,34H,2,14-24H2,3-8H3/t26-,29+,30-,31+,32-,34+,40-,41+,42+,43+/m0/s1

Standard InChI Key:  AHPCKMNRWJXWMZ-PDKLTOCQSA-N

Alternative Forms

1. Parent:

   

   ALA4563912

   ---

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: 685.35

Molecular Weight (Monoisotopic): 684.3582

AlogP: 9.74

#Rotatable Bonds: 5

Polar Surface Area: 69.67

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 9.24

CX LogD: 9.24

Aromatic Rings: 1

Heavy Atoms: 49

QED Weighted: 0.13

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