6-Amino-5-O-(5-amino-5-deoxy-beta-D-ribofuranosyl)-6-deoxy-1-N-(4-octylphenyl)(uracil-1-yl)-beta-D-glycero-L-talo-heptofuranuronamide Trifluoroacetic Salt

ID: ALA1095315

PubChem CID: 46223598

Max Phase: Preclinical

Molecular Formula: C32H46F3N5O12

Molecular Weight: 635.72

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CCCCCCCCc1ccc(NC(=O)[C@@H](N)[C@H](O[C@@H]2O[C@H](CN)[C@@H](O)[C@H]2O)[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)cc1.O=C(O)C(F)(F)F

Standard InChI: InChI=1S/C30H45N5O10.C2HF3O2/c1-2-3-4-5-6-7-8-16-9-11-17(12-10-16)33-27(41)20(32)25(45-29-24(40)21(37)18(15-31)43-29)26-22(38)23(39)28(44-26)35-14-13-19(36)34-30(35)42;3-2(4,5)1(6)7/h9-14,18,20-26,28-29,37-40H,2-8,15,31-32H2,1H3,(H,33,41)(H,34,36,42);(H,6,7)/t18-,20+,21-,22+,23-,24-,25+,26+,28-,29+;/m1./s1

Standard InChI Key: PCZPDZJKEROSLG-ZIFVBKAYSA-N

Molfile:

     RDKit          2D

 54 56  0  0  0  0  0  0  0  0999 V2000
   13.3061    1.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7191    2.2123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4830    1.5025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7162    0.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3030    0.0750    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.5395    0.7854    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.1202    0.0790    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.9594   -3.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7869   -3.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3711   -1.8723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7053   -2.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7690   -1.9663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9959   -1.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4753   -2.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2245   -1.1835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5187   -0.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7907   -1.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4522   -3.2283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0000   -1.1159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2766   -2.3509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2671   -3.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9807   -3.5940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8345   -3.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4990   -0.4593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7428    0.3279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0633    0.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4068    0.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6763   -0.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0450    1.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7053   -1.5360    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.3265   -0.4593    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.9495   -0.7936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8413   -2.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1235   -1.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4018   -2.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4024   -3.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1209   -3.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6871   -1.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9761   -2.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2651   -1.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5541   -2.3305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8431   -1.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1321   -2.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4211   -1.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7101   -2.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2701   -3.8127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4771   -3.8140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2007   -2.0081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5638   -1.9292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5498   -3.5858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7527    2.0585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6185    0.5393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2076   -1.1578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0420   -2.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  4  5  1  0
  4  6  1  0
  4  7  1  0
 27 28  1  0
 28 24  1  0
 26 29  1  1
 11 30  1  6
 24 31  1  6
 15 32  2  0
 23 33  2  0
  9  8  1  0
 33 34  1  0
 54  9  1  0
 34 35  2  0
 54 10  1  0
 35 36  1  0
 11 10  1  0
 36 37  2  0
 37 23  1  0
  8 11  1  0
 35 38  1  0
 54 12  1  1
 38 39  1  0
 11 13  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 12 14  1  0
 42 43  1  0
 12 17  1  0
 43 44  1  0
 44 45  1  0
 15 16  1  0
 16 17  2  0
 14 18  2  0
 13 19  1  6
 13 20  1  0
 20 21  1  0
 21 22  2  0
 24 19  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
  9 46  1  6
 20 49  1  1
 21 50  1  0
 50 23  1  0
  8 47  1  6
 29 51  1  0
 27 52  1  6
 14 48  1  0
 48 15  1  0
 28 53  1  6
M  END

Associated Targets(non-human)

mraY Phospho-N-acetylmuramoyl-pentapeptide-transferase (67 Activities)

Discover Target: mraY

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

Enterococcus faecalis (29875 Activities)

Explore this target

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

Enterococcus faecium (13803 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: Small molecule	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: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 635.72	Molecular Weight (Monoisotopic): 635.3166	AlogP: -1.18	#Rotatable Bonds: 15
Polar Surface Area: 244.61	Molecular Species: BASE	HBA: 13	HBD: 8
#RO5 Violations: 3	HBA (Lipinski): 15	HBD (Lipinski): 10	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 9.70	CX Basic pKa: 8.75	CX LogP: 0.05	CX LogD: -1.29
Aromatic Rings: 2	Heavy Atoms: 45	QED Weighted: 0.11	Np Likeness Score: 0.81

References

1. Ii K, Ichikawa S, Al-Dabbagh B, Bouhss A, Matsuda A.. (2010) Function-oriented synthesis of simplified caprazamycins: discovery of oxazolidine-containing uridine derivatives as antibacterial agents against drug-resistant bacteria., 53 (9): [PMID:20405928] [10.1021/jm100243n]

6-Amino-5-O-(5-amino-5-deoxy-beta-D-ribofuranosyl)-6-deoxy-1-N-(4-octylphenyl)(uracil-1-yl)-beta-D-glycero-L-talo-heptofuranuronamide Trifluoroacetic Salt

Names and Identifiers

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source