ID: ALA95476

Max Phase: Preclinical

Molecular Formula: C20H11N3O4

Molecular Weight: 357.33

Molecule Type: Small molecule

Representations

Synonyms (1): Arcyriaflavin C
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C1NC(=O)c2c1c1c3ccc(O)cc3[nH]c1c1[nH]c3cc(O)ccc3c21

Standard InChI:  InChI=1S/C20H11N3O4/c24-7-1-3-9-11(5-7)21-17-13(9)15-16(20(27)23-19(15)26)14-10-4-2-8(25)6-12(10)22-18(14)17/h1-6,21-22,24-25H,(H,23,26,27)

Standard InChI Key:  COUUDSNRXUXNDW-UHFFFAOYSA-N

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

Properties

Molecular Weight: 357.33

Molecular Weight (Monoisotopic): 357.0750

AlogP: 3.25

#Rotatable Bonds: 0

Polar Surface Area: 118.21

Molecular Species: NEUTRAL

HBA: 4

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.08

CX Basic pKa:

CX LogP: 2.32

CX LogD: 2.24

Aromatic Rings: 5

Heavy Atoms: 27

QED Weighted: 0.27

Np Likeness Score: 0.56

References

1. Nakatani S, Naoe A, Yamamoto Y, Yamauchi T, Yamaguchi N, Ishibashi M..  (2003)  Isolation of bisindole alkaloids that inhibit the cell cycle from Myxomycetes Arcyria ferruginea and Tubifera casparyi.,  13  (17): [PMID:14611848] [10.1016/s0960-894x(03)00592-4]

2. Kaniwa K, Arai MA, Li X, Ishibashi M..  (2007)  Synthesis, determination of stereochemistry, and evaluation of new bisindole alkaloids from the myxomycete Arcyria ferruginea: an approach for Wnt signal inhibitor.,  17  (15): [PMID:17531487] [10.1016/j.bmcl.2007.05.033]

3. Mahindroo N, Punchihewa C, Fujii N..  (2009)  Hedgehog-Gli signaling pathway inhibitors as anticancer agents.,  52  (13): [PMID:19309080] [10.1021/jm801420y]

Source

Source(1):

• Scientific Literature