5,8-Dihydroxy-10-thia-1,3a-diaza-pentaleno[1,2-b]naphthalene-4,9-dione

ID: ALA273647

Chembl Id: CHEMBL273647

PubChem CID: 135465438

Max Phase: Preclinical

Molecular Formula: C13H6N2O4S

Molecular Weight: 286.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2sc3nccn3c2C(=O)c2c(O)ccc(O)c21

Standard InChI:  InChI=1S/C13H6N2O4S/c16-5-1-2-6(17)8-7(5)10(18)9-12(11(8)19)20-13-14-3-4-15(9)13/h1-4,16-17H

Standard InChI Key:  DTFDNBUNRQJSRF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA273647

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Molecule Features

Natural Product: No

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: 286.27

Molecular Weight (Monoisotopic): 286.0048

AlogP: 1.58

#Rotatable Bonds: ┄

Polar Surface Area: 91.90

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.33

CX Basic pKa: 3.71

CX LogP: 2.48

CX LogD: 2.44

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.48

Np Likeness Score: -0.10

References

1. Tandon VK, Chhor RB, Singh RV, Rai S, Yadav DB..  (2004)  Design, synthesis and evaluation of novel 1,4-naphthoquinone derivatives as antifungal and anticancer agents.,  14  (5): [PMID:14980639] [10.1016/j.bmcl.2004.01.002]

2. Tandon VK, Yadav DB, Singh RV, Chaturvedi AK, Shukla PK..  (2005)  Synthesis and biological evaluation of novel (L)-alpha-amino acid methyl ester, heteroalkyl, and aryl substituted 1,4-naphthoquinone derivatives as antifungal and antibacterial agents.,  15  (23): [PMID:16202590] [10.1016/j.bmcl.2005.08.032]

Source

Source(1):

• Scientific Literature