2-chloro-3-(3,28-diacetyl-30-betulinyloxy)-1,4-naphthoquinone

ID: ALA4458328

Chembl Id: CHEMBL4458328

PubChem CID: 155526929

Max Phase: Preclinical

Molecular Formula: C44H57ClO7

Molecular Weight: 733.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(COC1=C(Cl)C(=O)c2ccccc2C1=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/C44H57ClO7/c1-25(23-50-39-36(45)37(48)29-11-9-10-12-30(29)38(39)49)28-15-20-44(24-51-26(2)46)22-21-42(7)31(35(28)44)13-14-33-41(6)18-17-34(52-27(3)47)40(4,5)32(41)16-19-43(33,42)8/h9-12,28,31-35H,1,13-24H2,2-8H3/t28-,31+,32-,33+,34-,35+,41-,42+,43+,44+/m0/s1

Standard InChI Key:  ZRDYWICMFOYKGL-ACVCJSJRSA-N

Alternative Forms

1. Parent:

   

   ALA4458328

   ---

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: 733.39

Molecular Weight (Monoisotopic): 732.3793

AlogP: 9.67

#Rotatable Bonds: 7

Polar Surface Area: 95.97

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.76

CX LogD: 7.76

Aromatic Rings: 1

Heavy Atoms: 52

QED Weighted: 0.20

Np Likeness Score: 2.20

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