2-Fluoro-3-O-descladinosyl-3-oxo-6-O-methylerythromycin A 9-O-[3-(4'-aminoquinol-3'-yl)-E-prop-2-enyl]oxime-11,12-cyclic carbonate

ID: ALA4474631

PubChem CID: 155537185

Max Phase: Preclinical

Molecular Formula: C43H61FN4O11

Molecular Weight: 828.98

Molecule Type: Unknown

Associated Items:

Bioactivity Summary Target Summary Assay Summary

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES: CC[C@H]1OC(=O)[C@@](C)(F)C(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H](N(C)C)[C@H]2O)[C@](C)(OC)C[C@@H](C)/C(=N\OC/C=C/c2cnc3ccccc3c2N)[C@H](C)[C@H]2OC(=O)O[C@@]21C

Standard InChI: InChI=1S/C43H61FN4O11/c1-12-31-43(8)37(58-40(52)59-43)25(4)33(47-54-19-15-16-27-22-46-29-18-14-13-17-28(29)32(27)45)23(2)21-41(6,53-11)36(26(5)35(50)42(7,44)39(51)56-31)57-38-34(49)30(48(9)10)20-24(3)55-38/h13-18,22-26,30-31,34,36-38,49H,12,19-21H2,1-11H3,(H2,45,46)/b16-15+,47-33+/t23-,24-,25+,26+,30+,31-,34-,36-,37-,38+,41-,42+,43-/m1/s1

Standard InChI Key: UFTRUFVVNRKECM-GKDKPAMLSA-N

Molfile:

 
     RDKit          2D

 61 65  0  0  0  0  0  0  0  0999 V2000
   18.8325  -11.4324    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.0154  -11.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4239  -12.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8898  -10.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8898   -9.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6269   -9.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1098  -10.4790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1098   -9.1542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1491   -9.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5915   -9.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3096  -11.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0071  -10.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8673   -8.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7129   -9.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7129  -10.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5915   -8.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6080  -11.4448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4310   -9.0139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5854   -9.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0154   -9.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5915  -10.6400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1615  -10.2438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2972   -7.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0154   -8.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5854  -10.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8056   -9.8228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2994   -8.9932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3220  -12.6788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2972  -10.2066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8673  -10.6524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8549   -8.1760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4689  -10.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5944   -9.7196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2229   -9.3729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4062  -10.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2972   -8.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8774  -11.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2972   -6.9503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2994   -8.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0093   -9.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8673  -11.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7689   -9.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8651  -11.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8898   -8.5929    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.5424   -9.9673    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8809   -7.7849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8750   -6.9677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1644   -6.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1586   -5.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4480   -5.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4422   -4.5263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1474   -4.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7237   -3.3141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7326   -4.1291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8570   -4.5222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4308   -2.8960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1407   -3.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8449   -2.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8403   -2.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1257   -1.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4245   -2.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  1
  5  4  1  0
  6  7  1  0
  7  4  1  0
  8  5  1  0
  9 18  1  0
 10  5  1  0
 11 17  1  0
 12  2  1  0
  2 11  1  0
 13  9  1  0
 14 15  1  0
 15 12  1  0
 16 10  1  0
 17 21  1  0
 14 18  1  6
 19 13  1  0
 20 24  1  0
 21  4  1  0
 22  9  1  0
 23 16  1  0
 24 23  1  0
 25 30  1  0
 26  6  2  0
 19 27  1  1
 28 11  2  0
 29 12  2  0
 30 22  1  0
 13 31  1  6
  4 32  1  6
 33 20  1  0
 10 34  1  6
 15 35  1  1
 20 36  1  1
 21 37  1  1
 23 38  1  6
 39 27  1  0
 40 27  1  0
 30 41  1  1
 42 33  1  0
 43 37  1  0
  5 44  1  1
  9 45  1  6
  8  6  1  0
 20 14  1  0
 19 25  1  0
 16 46  2  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  2  0
 50 51  1  0
 51 52  2  0
 52 57  1  0
 56 53  1  0
 53 54  2  0
 54 51  1  0
 52 55  1  0
 56 57  1  0
 57 58  2  0
 58 59  1  0
 59 60  2  0
 60 61  1  0
 61 56  2  0
M  END

Associated Targets(non-human)

Streptococcus pneumoniae (31063 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Haemophilus influenzae (8812 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Streptococcus pyogenes (16140 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Staphylococcus aureus (210822 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

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: 828.98	Molecular Weight (Monoisotopic): 828.4321	AlogP: 5.64	#Rotatable Bonds: 9
Polar Surface Area: 190.56	Molecular Species: BASE	HBA: 15	HBD: 2
#RO5 Violations: 3	HBA (Lipinski): 15	HBD (Lipinski): 3	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 12.83	CX Basic pKa: 8.54	CX LogP: 6.69	CX LogD: 5.02
Aromatic Rings: 2	Heavy Atoms: 59	QED Weighted: 0.14	Np Likeness Score: 0.96

References

1. Ma CX, Lv W, Li YX, Fan BZ, Han X, Kong FS, Tian JC, Cushman M, Liang JH.. (2019) Design, synthesis and structure-activity relationships of novel macrolones: Hybrids of 2-fluoro 9-oxime ketolides and carbamoyl quinolones with highly improved activity against resistant pathogens., 169 [PMID:30852383] [10.1016/j.ejmech.2019.02.073]

2-Fluoro-3-O-descladinosyl-3-oxo-6-O-methylerythromycin A 9-O-[3-(4'-aminoquinol-3'-yl)-E-prop-2-enyl]oxime-11,12-cyclic carbonate

Names and Identifiers

Alternative Forms

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source