Kitasamycin

ID: ALA2106399

Chembl Id: CHEMBL2106399

Cas Number: 16846-34-7

PubChem CID: 5282322

Product Number: L329340

Max Phase: Phase

Molecular Formula: C40H67NO14

Molecular Weight: 785.97

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Leucomycin | Leucomycin A1|Kitasamycin A1|Turimycin H5|3-Deacetyljosamycin|16846-34-7|Leucomycin V 4-isovalerate|3-O-Deacetyljosamycin|LM-A1|Leucomycin V, 4B-(3-methylbutanoate)|YX09Z4QW5Y|CHEBI:34812|[(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-6-[[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-4,10-dihydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-4-(dimethylamino)-5-hydroxy-2-methyloxan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] 3-methylbutanoate|acetylkitasamycin|9-DihydrShow More⌵

Canonical SMILES:  CO[C@@H]1[C@@H](O[C@@H]2O[C@H](C)[C@@H](O[C@H]3C[C@@](C)(O)[C@@H](OC(=O)CC(C)C)[C@H](C)O3)[C@H](N(C)C)[C@H]2O)[C@@H](CC=O)C[C@@H](C)[C@@H](O)/C=C/C=C/C[C@@H](C)OC(=O)C[C@H]1O

Standard InChI:  InChI=1S/C40H67NO14/c1-22(2)18-30(45)53-38-26(6)51-32(21-40(38,7)48)54-35-25(5)52-39(34(47)33(35)41(8)9)55-36-27(16-17-42)19-23(3)28(43)15-13-11-12-14-24(4)50-31(46)20-29(44)37(36)49-10/h11-13,15,17,22-29,32-39,43-44,47-48H,14,16,18-21H2,1-10H3/b12-11+,15-13+/t23-,24-,25-,26+,27+,28+,29-,32+,33-,34-,35-,36+,37+,38+,39+,40-/m1/s1

Standard InChI Key:  IEMDOFXTVAPVLX-YWQHLDGFSA-N

Alternative Forms

1. Parent:

   

   ALA2106399

   Leucomycin A1

2. Alternative Forms:

   

   ALA2106399

   Dtxcid5028530

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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 785.97

Molecular Weight (Monoisotopic): 785.4562

AlogP: 2.44

#Rotatable Bonds: 11

Polar Surface Area: 199.98

Molecular Species: NEUTRAL

HBA: 15

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.68

CX Basic pKa: 7.90

CX LogP: 2.78

CX LogD: 2.16

Aromatic Rings: 0

Heavy Atoms: 55

QED Weighted: 0.18

Np Likeness Score: 2.14

References

1. Scott S. Auerbach, DrugMatrix¨ and ToxFX¨ Coordinator National Toxicology Program. DrugMatrix in vitro pharmacology data, 

2. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

3. Omura S, Nakagawa A, Sakakibara H, Okekawa O, Brandsch R..  (1977)  Structure-activity relationships among the O-acyl derivatives of leucomycin. Correlation of minimal inhibitory concentrations with binding to Escherichia coli ribosomes.,  20  (5): [PMID:404425] [10.1021/jm00215a025]

4. Omura S, Nakagawa A, Sakakibara H, Okekawa O, Brandsch R..  (1977)  Structure-activity relationships among the O-acyl derivatives of leucomycin. Correlation of minimal inhibitory concentrations with binding to Escherichia coli ribosomes.,  20  (5): [PMID:404425] [10.1021/jm00215a025]

Source

Source(3):

• Scientific Literature
• USP Dictionary of USAN and International Drug Names
• DrugMatrix