ID: ALA2334064

Max Phase: Preclinical

Molecular Formula: C20H18N2O8

Molecular Weight: 414.37

Molecule Type: Small molecule

Representations

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

Canonical SMILES:  C[C@@H]1O[C@@H](OC(=O)c2cccc3nc4c(C(=O)O)cccc4nc23)[C@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C20H18N2O8/c1-8-15(23)16(24)17(25)20(29-8)30-19(28)10-5-3-7-12-14(10)22-11-6-2-4-9(18(26)27)13(11)21-12/h2-8,15-17,20,23-25H,1H3,(H,26,27)/t8-,15-,16+,17+,20-/m0/s1

Standard InChI Key:  SGGGJKQJIYHFPK-UYNCEFMMSA-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: 414.37

Molecular Weight (Monoisotopic): 414.1063

AlogP: 0.47

#Rotatable Bonds: 3

Polar Surface Area: 159.30

Molecular Species: ACID

HBA: 9

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.65

CX Basic pKa:

CX LogP: 1.35

CX LogD: -1.97

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.35

Np Likeness Score: 1.12

References

1. Rusman Y, Oppegard LM, Hiasa H, Gelbmann C, Salomon CE..  (2013)  Solphenazines A-F, glycosylated phenazines from Streptomyces sp. strain DL-93.,  76  (1): [PMID:23317013] [10.1021/np3007606]

2. Guttenberger N, Blankenfeldt W, Breinbauer R..  (2017)  Recent developments in the isolation, biological function, biosynthesis, and synthesis of phenazine natural products.,  25  (22): [PMID:28094222] [10.1016/j.bmc.2017.01.002]

Source

Source(1):

• Scientific Literature