ID: ALA371472

Max Phase: Preclinical

Molecular Formula: C24H19N3O4

Molecular Weight: 413.43

Molecule Type: Small molecule

Representations

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

Canonical SMILES:  COC(=O)c1[nH]c(C(=O)OC)c(-c2c[nH]c3ccccc23)c1-c1c[nH]c2ccccc12

Standard InChI:  InChI=1S/C24H19N3O4/c1-30-23(28)21-19(15-11-25-17-9-5-3-7-13(15)17)20(22(27-21)24(29)31-2)16-12-26-18-10-6-4-8-14(16)18/h3-12,25-27H,1-2H3

Standard InChI Key:  DKTWEIRHZXHFQB-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: 413.43

Molecular Weight (Monoisotopic): 413.1376

AlogP: 4.88

#Rotatable Bonds: 4

Polar Surface Area: 99.97

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.21

CX Basic pKa:

CX LogP: 4.39

CX LogD: 4.06

Aromatic Rings: 5

Heavy Atoms: 31

QED Weighted: 0.37

Np Likeness Score: 0.18

References

1. Hosoya T, Yamamoto Y, Uehara Y, Hayashi M, Komiyama K, Ishibashi M..  (2005)  New cytotoxic bisindole alkaloids with protein tyrosine kinase inhibitory activity from a myxomycete Lycogala epidendrum.,  15  (11): [PMID:15911254] [10.1016/j.bmcl.2005.03.103]

2. McArthur KA, Mitchell SS, Tsueng G, Rheingold A, White DJ, Grodberg J, Lam KS, Potts BC..  (2008)  Lynamicins A-E, chlorinated bisindole pyrrole antibiotics from a novel marine actinomycete.,  71  (10): [PMID:18842058] [10.1021/np800286d]

3. Arai MA, Masada A, Ohtsuka T, Kageyama R, Ishibashi M..  (2009)  The first Hes1 dimer inhibitors from natural products.,  19  (19): [PMID:19716294] [10.1016/j.bmcl.2009.07.146]

Source

Source(1):

• Scientific Literature