Adociaquinone A

ID: ALA336253

Chembl Id: CHEMBL336253

PubChem CID: 10364986

Max Phase: Preclinical

Molecular Formula: C22H17NO6S

Molecular Weight: 423.45

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Adociaquinones A | Adociaquinones A|Adociaquinone A|CHEMBL336253|BDBM50485671

Canonical SMILES:  C[C@@]12CCCc3coc(c31)C(=O)c1cc3c(cc12)C(=O)C1=NCCS(=O)(=O)C1=C3O

Standard InChI:  InChI=1S/C22H17NO6S/c1-22-4-2-3-10-9-29-20(15(10)22)18(25)13-7-11-12(8-14(13)22)17(24)16-21(19(11)26)30(27,28)6-5-23-16/h7-9,26H,2-6H2,1H3/t22-/m0/s1

Standard InChI Key:  XMMUEJLHMRZENL-QFIPXVFZSA-N

Alternative Forms

1. Parent:

   

   ALA336253

   ADOCIAQUINONE A

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 423.45

Molecular Weight (Monoisotopic): 423.0777

AlogP: 2.76

#Rotatable Bonds: ┄

Polar Surface Area: 114.01

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.35

CX Basic pKa: ┄

CX LogP: 2.01

CX LogD: -0.61

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.70

Np Likeness Score: 1.78

References

1. Concepción GP, Foderaro TA, Eldredge GS, Lobkovsky E, Clardy J, Barrows LR, Ireland CM..  (1995)  Topoisomerase II-mediated DNA cleavage by adocia- and xestoquinones from the Philippine sponge Xestospongia sp.,  38  (22): [PMID:7473578] [10.1021/jm00022a016]

2. Du L, Mahdi F, Datta S, Jekabsons MB, Zhou YD, Nagle DG..  (2012)  Structures and mechanisms of antitumor agents: xestoquinones uncouple cellular respiration and disrupt HIF signaling in human breast tumor cells.,  75  (9): [PMID:22938093] [10.1021/np3002892]

Source

Source(1):

• Scientific Literature