(+/-)-Methylberkeleyamide D; (+/-)-8,9-dihydroxy-8-isobutyl-2-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione

ID: ALA4515171

Chembl Id: CHEMBL4515171

PubChem CID: 155539534

Max Phase: Preclinical

Molecular Formula: C12H17NO5

Molecular Weight: 255.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=CC(=O)[C@]2(O1)C(=O)N[C@@](O)(CC(C)C)[C@@H]2O

Standard InChI:  InChI=1S/C12H17NO5/c1-6(2)5-11(17)9(15)12(10(16)13-11)8(14)4-7(3)18-12/h4,6,9,15,17H,5H2,1-3H3,(H,13,16)/t9-,11+,12+/m0/s1

Standard InChI Key:  HXFBYNMVMNBBTM-MVWJERBFSA-N

Alternative Forms

1. Parent:

   

   ALA4515171

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Molecule Features

Natural Product: No

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: -0.55

#Rotatable Bonds: 2

Polar Surface Area: 95.86

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.22

CX Basic pKa: ┄

CX LogP: 0.10

CX LogD: 0.10

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.58

Np Likeness Score: 2.28

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