GENERIC INORGANIC CATION; 9-((E)-4-{(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3S)-3-((1S,2S)-2-hydroxy-1-methyl-propyl)-oxiranylmethyl]-tetrahydro-pyran-2-yl}-3-methyl-pent-2-enoyloxy)-nonanoate

ID: ALA2068726

Cas Number: 104486-81-9

PubChem CID: 6435927

Max Phase: Preclinical

Molecular Formula: C52H86CaO18

Molecular Weight: 500.63

Molecule Type: Small molecule

Names and Identifiers

Synonyms: BRL-4910F | Mupirocin calcium|Calcium mupirocin|Bactroban Nasal|Mupirocin calcium anhydrous|104486-81-9|mupirocin calcium salt|Calcium pseudomonate|UNII-870F25Y7EK|870F25Y7EK|mupirocin calcium (anhydrous)|CHEBI:145818|DTXSID90883142|L-talo-Non-2-enoic acid, 5,9-anhydro-2,3,4,8-tetradeoxy-8-((3-(2-hydroxy-1-methylpropyl)oxiranyl)methyl)-3-methyl-, 8-carboxyoctyl ester, calcium salt (2:1), (2E,8(2S,3S(1S,2S)))-|L-TALO-NON-2-ENONIC ACID, 5,9-ANHYDRO-2,3,4,8-TETRADEOXY-8-(((2S,3S)-3-((1S,2S)-2-HYDROShow More⌵

Trade Names(2): Bactroban | Mupirocin

Canonical SMILES:  C/C(=C\C(=O)OCCCCCCCCC(=O)[O-])C[C@@H]1OC[C@H](C[C@@H]2O[C@H]2[C@@H](C)[C@H](C)O)[C@@H](O)[C@H]1O.C/C(=C\C(=O)OCCCCCCCCC(=O)[O-])C[C@@H]1OC[C@H](C[C@@H]2O[C@H]2[C@@H](C)[C@H](C)O)[C@@H](O)[C@H]1O.[Ca+2]

Standard InChI:  InChI=1S/2C26H44O9.Ca/c2*1-16(13-23(30)33-11-9-7-5-4-6-8-10-22(28)29)12-20-25(32)24(31)19(15-34-20)14-21-26(35-21)17(2)18(3)27;/h2*13,17-21,24-27,31-32H,4-12,14-15H2,1-3H3,(H,28,29);/q;;+2/p-2/b2*16-13+;/t2*17-,18-,19-,20-,21-,24+,25-,26-;/m00./s1

Standard InChI Key:  HAXVBVDETFUQGV-LNQHITRNSA-L

Molfile:  

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M  CHG  3  17  -1  54  -1  75   2
M  END

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: 500.63

Molecular Weight (Monoisotopic): 500.2985

AlogP: 2.59

#Rotatable Bonds: 16

Polar Surface Area: 146.05

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.83

CX Basic pKa: ┄

CX LogP: 2.45

CX LogD: -0.07

Aromatic Rings: ┄

Heavy Atoms: 35

QED Weighted: 0.11

Np Likeness Score: 1.70

References

1. Tabart M, Picaut G, Desconclois JF, Dutka-Malen S, Huet Y, Berthaud N..  (2001)  Synthesis and biological evaluation of benzo[b]naphthyridones, a series of new topical antibacterial agents.,  11  (7): [PMID:11294391] [10.1016/s0960-894x(01)00091-9]

Source

Source(1):

• Scientific Literature