1-((2R,3R,4S,5S)-5-((S)-((2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxytetrahydrofuran-2-yloxy)(1-(10-(4-benzoylphenoxy)decyl)-1H-1,2,3-triazol-4-yl)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 2,2,2-trifluoroacetate

ID: ALA4447774

Chembl Id: CHEMBL4447774

PubChem CID: 72701430

Max Phase: Preclinical

Molecular Formula: C41H51F3N6O13

Molecular Weight: 778.86

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC[C@H]1O[C@@H](O[C@@H](c2cn(CCCCCCCCCCOc3ccc(C(=O)c4ccccc4)cc3)nn2)[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H]1O.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C39H50N6O11.C2HF3O2/c40-22-28-31(48)34(51)38(54-28)56-35(36-32(49)33(50)37(55-36)45-20-18-29(46)41-39(45)52)27-23-44(43-42-27)19-10-5-3-1-2-4-6-11-21-53-26-16-14-25(15-17-26)30(47)24-12-8-7-9-13-24;3-2(4,5)1(6)7/h7-9,12-18,20,23,28,31-38,48-51H,1-6,10-11,19,21-22,40H2,(H,41,46,52);(H,6,7)/t28-,31-,32+,33-,34-,35+,36+,37-,38+;/m1./s1

Standard InChI Key:  GVUIAESHTYXOSM-YOPFXDLQSA-N

Molecule Features

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: 778.86

Molecular Weight (Monoisotopic): 778.3538

AlogP: 1.34

#Rotatable Bonds: 20

Polar Surface Area: 246.50

Molecular Species: BASE

HBA: 16

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.70

CX Basic pKa: 8.75

CX LogP: 2.46

CX LogD: 1.35

Aromatic Rings: 4

Heavy Atoms: 56

QED Weighted: 0.05

Np Likeness Score: 0.23

References

1. Patel B, Ryan P, Makwana V, Zunk M, Rudrawar S, Grant G..  (2019)  Caprazamycins: Promising lead structures acting on a novel antibacterial target MraY.,  171  [PMID:30933853] [10.1016/j.ejmech.2019.01.071]

Source

Source(1):

• Scientific Literature