Lactimidomycin

ID: ALA1221911

Chembl Id: CHEMBL1221911

Cas Number: 134869-15-1

PubChem CID: 11669726

Max Phase: Preclinical

Molecular Formula: C26H35NO6

Molecular Weight: 457.57

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Lactimidomycin | Lactimidomycin|134869-15-1|4-[(E,2R,5S)-2-hydroxy-5-methyl-7-[(2R,3S,4Z,6E,10E)-3-methyl-12-oxo-1-oxacyclododeca-4,6,10-trien-2-yl]-4-oxooct-6-enyl]piperidine-2,6-dione|CHEMBL1221911|CHEBI:188703|DTXSID401028055|HY-18979|CS-0014822

Canonical SMILES:  C/C(=C\[C@H](C)C(=O)C[C@H](O)CC1CC(=O)NC(=O)C1)[C@@H]1OC(=O)/C=C/CC/C=C/C=C\[C@@H]1C

Standard InChI:  InChI=1S/C26H35NO6/c1-17-10-8-6-4-5-7-9-11-25(32)33-26(17)19(3)12-18(2)22(29)16-21(28)13-20-14-23(30)27-24(31)15-20/h4,6,8-12,17-18,20-21,26,28H,5,7,13-16H2,1-3H3,(H,27,30,31)/b6-4+,10-8-,11-9+,19-12+/t17-,18-,21+,26+/m0/s1

Standard InChI Key:  OYOKHBHOTQDIPM-BRHOHSSQSA-N

Alternative Forms

1. Parent:

   

   ALA1221911

   LACTIMIDOMYCIN

Molecule Features

Natural Product: No

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

Calculated Properties

Molecular Weight: 457.57

Molecular Weight (Monoisotopic): 457.2464

AlogP: 3.34

#Rotatable Bonds: 7

Polar Surface Area: 109.77

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.80

CX Basic pKa: ┄

CX LogP: 3.30

CX LogD: 3.30

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.34

Np Likeness Score: 1.93

References

1. Schneider-Poetsch T, Ju J, Eyler DE, Dang Y, Bhat S, Merrick WC, Green R, Shen B, Liu JO..  (2010)  Inhibition of eukaryotic translation elongation by cycloheximide and lactimidomycin.,  6  (3): [PMID:20118940] [10.1038/nchembio.304]

2. Dighe SN, Ekwudu O, Dua K, Chellappan DK, Katavic PL, Collet TA..  (2019)  Recent update on anti-dengue drug discovery.,  176  [PMID:31128447] [10.1016/j.ejmech.2019.05.010]

Source

Source(1):

• Scientific Literature