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

ID: ALA4472808

Chembl Id: CHEMBL4472808

PubChem CID: 155535925

Max Phase: Preclinical

Molecular Formula: C40H53ClO4

Molecular Weight: 633.31

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

Standard InChI:  InChI=1S/C40H53ClO4/c1-23(2)24-14-19-40(22-45-35-32(41)33(43)25-10-8-9-11-26(25)34(35)44)21-20-38(6)27(31(24)40)12-13-29-37(5)17-16-30(42)36(3,4)28(37)15-18-39(29,38)7/h8-11,24,27-31,42H,1,12-22H2,2-7H3/t24-,27+,28-,29+,30-,31+,37-,38+,39+,40+/m0/s1

Standard InChI Key:  BTYKOMNLUPIEGF-AECZZROPSA-N

Alternative Forms

1. Parent:

   

   ALA4472808

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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: 633.31

Molecular Weight (Monoisotopic): 632.3632

AlogP: 9.55

#Rotatable Bonds: 4

Polar Surface Area: 63.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 8.16

CX LogD: 8.16

Aromatic Rings: 1

Heavy Atoms: 45

QED Weighted: 0.34

Np Likeness Score: 2.27

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