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

ID: ALA1095316

PubChem CID: 46223595

Max Phase: Preclinical

Molecular Formula: C30H50F3N5O12

Molecular Weight: 615.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCNC(=O)[C@@H](N)[C@H](O[C@@H]1O[C@H](CN)[C@@H](O)[C@H]1O)[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1O.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C28H49N5O10.C2HF3O2/c1-2-3-4-5-6-7-8-9-10-11-13-31-25(39)18(30)23(43-27-22(38)19(35)16(15-29)41-27)24-20(36)21(37)26(42-24)33-14-12-17(34)32-28(33)40;3-2(4,5)1(6)7/h12,14,16,18-24,26-27,35-38H,2-11,13,15,29-30H2,1H3,(H,31,39)(H,32,34,40);(H,6,7)/t16-,18+,19-,20+,21-,22-,23+,24+,26-,27+;/m1./s1

Standard InChI Key:  IGHBGPOGAUFIBQ-SGNVGUMTSA-N

Molfile:  

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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: 615.73

Molecular Weight (Monoisotopic): 615.3479

AlogP: -1.69

#Rotatable Bonds: 18

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: -0.71

CX LogD: -2.13

Aromatic Rings: 1

Heavy Atoms: 43

QED Weighted: 0.09

Np Likeness Score: 0.95

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]

Source

Source(1):

• Scientific Literature