ID: ALA2204380

Max Phase: Preclinical

Molecular Formula: C18H30O3

Molecular Weight: 294.44

Molecule Type: Small molecule

Representations

Synonyms (1): Pseudopyronines B
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCCCCCCc1cc(O)c(CCCCCC)c(=O)o1

Standard InChI:  InChI=1S/C18H30O3/c1-3-5-7-9-10-12-15-14-17(19)16(18(20)21-15)13-11-8-6-4-2/h14,19H,3-13H2,1-2H3

Standard InChI Key:  SJGBVXPXTMNDDG-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: 294.44

Molecular Weight (Monoisotopic): 294.2195

AlogP: 4.98

#Rotatable Bonds: 11

Polar Surface Area: 50.44

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.96

CX Basic pKa:

CX LogP: 5.91

CX LogD: 5.81

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.59

Np Likeness Score: 0.96

References

1. García A, Bocanegra-García V, Palma-Nicolás JP, Rivera G..  (2012)  Recent advances in antitubercular natural products.,  49  [PMID:22280816] [10.1016/j.ejmech.2011.12.029]

2. Bouthillette LM, Darcey CA, Handy TE, Seaton SC, Wolfe AL..  (2017)  Isolation of the antibiotic pseudopyronine B and SAR evaluation of C3/C6 alkyl analogs.,  27  (12): [PMID:28478925] [10.1016/j.bmcl.2017.04.067]

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. Lu Y, Liu X, Lotfy R, Liu S, Tesfa AF, Wolber G, Bureik M, Clark BR..  (2022)  Experimental and Computational Studies on the Biotransformation of Pseudopyronines with Human Cytochrome P450 CYP4F2.,  85  (11.0): [PMID:36327116] [10.1021/acs.jnatprod.2c00616]

Source

Source(1):

• Scientific Literature