ID: ALA2047316

Max Phase: Preclinical

Molecular Formula: C16H16O7

Molecular Weight: 320.30

Molecule Type: Small molecule

Representations

Synonyms (1): 4-Deoxybostrycin
Synonyms from Alternative Forms(1):

Canonical SMILES:  COC1=CC(=O)c2c(O)c3c(c(O)c2C1=O)C[C@](C)(O)[C@H](O)C3

Standard InChI:  InChI=1S/C16H16O7/c1-16(22)5-7-6(3-10(16)18)13(19)11-8(17)4-9(23-2)15(21)12(11)14(7)20/h4,10,18-20,22H,3,5H2,1-2H3/t10-,16+/m1/s1

Standard InChI Key:  NCLWGURXHFTQGF-HWPZZCPQSA-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: 320.30

Molecular Weight (Monoisotopic): 320.0896

AlogP: 0.22

#Rotatable Bonds: 1

Polar Surface Area: 124.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.60

CX Basic pKa:

CX LogP: 1.05

CX LogD: 1.03

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.55

Np Likeness Score: 2.71

References

1. Yang KL, Wei MY, Shao CL, Fu XM, Guo ZY, Xu RF, Zheng CJ, She ZG, Lin YC, Wang CY..  (2012)  Antibacterial anthraquinone derivatives from a sea anemone-derived fungus Nigrospora sp.,  75  (5): [PMID:22545792] [10.1021/np300103w]

2. Klein-Júnior LC, Corrêa R, Vander Heyden Y, Cechinel Filho V..  (2019)  All that glitters is not gold: Panning cytotoxic natural products and derivatives with a fused tricyclic backbone by the estimation of their leadlikeness for cancer treatment.,  166  [PMID:30684866] [10.1016/j.ejmech.2019.01.028]

3. Hou XM, Wang CY, Gerwick WH, Shao CL..  (2019)  Marine natural products as potential anti-tubercular agents.,  165  [PMID:30685527] [10.1016/j.ejmech.2019.01.026]

4. Ren X, Xie X, Chen B, Liu L, Jiang C, Qian Q..  (2021)  Marine Natural Products: A Potential Source of Anti-hepatocellular Carcinoma Drugs.,  64  (12.0): [PMID:34128674] [10.1021/acs.jmedchem.0c02026]

Source

Source(1):

• Scientific Literature