(+/-)-Rubrobramide; (+/-)-4a-hydroxy-7-isobutyl-2-methylhexahydro-2,7-epoxypyrano[2,3-c]pyrrole-4,5-dione

ID: ALA4541602

Chembl Id: CHEMBL4541602

PubChem CID: 10538933

Max Phase: Preclinical

Molecular Formula: C12H17NO5

Molecular Weight: 255.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@]12NC(=O)[C@]3(O)C(=O)C[C@@](C)(O[C@@H]31)O2

Standard InChI:  InChI=1S/C12H17NO5/c1-6(2)4-11-8-12(16,9(15)13-11)7(14)5-10(3,17-8)18-11/h6,8,16H,4-5H2,1-3H3,(H,13,15)/t8-,10+,11+,12+/m1/s1

Standard InChI Key:  DDXFYNDEHYHXPW-QTKMDUPCSA-N

Alternative Forms

1. Parent:

   

   ALA4541602

   (1S,4R,7S,8S)-4-hydroxy-1-methyl-7-(2-methylpropyl)-9,10-dioxa-6-azatricyclo[5.2.1.04,8]decane-3,5-dione

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 255.27

Molecular Weight (Monoisotopic): 255.1107

AlogP: -0.31

#Rotatable Bonds: 2

Polar Surface Area: 84.86

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.81

CX Basic pKa: ┄

CX LogP: 0.85

CX LogD: 0.85

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.66

Np Likeness Score: 2.58

References

1. Kusakabe Y, Mizutani S, Kamo S, Yoshimoto T, Tomoshige S, Kawasaki T, Takasawa R, Tsubaki K, Kuramochi K..  (2019)  Synthesis, antibacterial and cytotoxic evaluation of flavipucine and its derivatives.,  29  (11): [PMID:30935798] [10.1016/j.bmcl.2019.03.034]

Source

Source(1):

• Scientific Literature