ID: ALA462962

Max Phase: Preclinical

Molecular Formula: C25H30O5

Molecular Weight: 410.51

Molecule Type: Small molecule

Representations

Synonyms (1): Rhinacanthin-C
Synonyms from Alternative Forms(1):

Canonical SMILES:  C/C=C(\C)CC/C=C(\C)C(=O)OCC(C)(C)CC1=C(O)C(=O)c2ccccc2C1=O

Standard InChI:  InChI=1S/C25H30O5/c1-6-16(2)10-9-11-17(3)24(29)30-15-25(4,5)14-20-21(26)18-12-7-8-13-19(18)22(27)23(20)28/h6-8,11-13,28H,9-10,14-15H2,1-5H3/b16-6+,17-11+

Standard InChI Key:  HBWJZSWEQJLURT-QIGLBIQCSA-N

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

Properties

Molecular Weight: 410.51

Molecular Weight (Monoisotopic): 410.2093

AlogP: 5.53

#Rotatable Bonds: 8

Polar Surface Area: 80.67

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.70

CX Basic pKa:

CX LogP: 5.44

CX LogD: 3.74

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.35

Np Likeness Score: 1.79

References

1. Sendl A, Chen JL, Jolad SD, Stoddart C, Rozhon E, Kernan M, Nanakorn W, Balick M..  (1996)  Two new naphthoquinones with antiviral activity from Rhinacanthus nasutus.,  59  (8): [PMID:8792629] [10.1021/np9601871]

2. Awai N, Kuwahara S, Kodama O, Santisopasri V.  (1995)  Synthesis of an Antifungal Naphthoquinone Isolated fromRhinacanthus nasutus(Acanthaceae),  59  (10): [10.1271/bbb.59.1999]

Source

Source(1):

• Scientific Literature