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

ID: ALA4573652

Chembl Id: CHEMBL4573652

PubChem CID: 155563547

Max Phase: Preclinical

Molecular Formula: C42H55ClO5

Molecular Weight: 675.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2(COC3=C(Cl)C(=O)c4ccccc4C3=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/C42H55ClO5/c1-24(2)26-15-20-42(23-47-37-34(43)35(45)27-11-9-10-12-28(27)36(37)46)22-21-40(7)29(33(26)42)13-14-31-39(6)18-17-32(48-25(3)44)38(4,5)30(39)16-19-41(31,40)8/h9-12,26,29-33H,1,13-23H2,2-8H3/t26-,29+,30-,31+,32-,33+,39-,40+,41+,42+/m0/s1

Standard InChI Key:  UGHNMWQDDYNPDJ-HKORLBMGSA-N

Alternative Forms

1. Parent:

   

   ALA4573652

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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: 675.35

Molecular Weight (Monoisotopic): 674.3738

AlogP: 10.12

#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: 8.60

CX LogD: 8.60

Aromatic Rings: 1

Heavy Atoms: 48

QED Weighted: 0.23

Np Likeness Score: 2.25

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