N-((2S,4S)-2-((R)-((2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxytetrahydrofuran-2-yloxy)((2S,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)piperidin-4-yl)acetamide

ID: ALA4546414

Chembl Id: CHEMBL4546414

PubChem CID: 155552490

Max Phase: Preclinical

Molecular Formula: C21H33N5O10

Molecular Weight: 515.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@H]1CCN[C@H]([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)C1

Standard InChI:  InChI=1S/C21H33N5O10/c1-8(27)24-9-2-4-23-10(6-9)17(36-20-16(32)13(29)11(7-22)34-20)18-14(30)15(31)19(35-18)26-5-3-12(28)25-21(26)33/h3,5,9-11,13-20,23,29-32H,2,4,6-7,22H2,1H3,(H,24,27)(H,25,28,33)/t9-,10-,11+,13+,14-,15+,16+,17+,18-,19+,20-/m0/s1

Standard InChI Key:  KXLIIUQIICVMFD-MQTOCKKTSA-N

Alternative Forms

1. Parent:

   

   ALA4546414

   ---

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: 515.52

Molecular Weight (Monoisotopic): 515.2227

AlogP: -4.80

#Rotatable Bonds: 7

Polar Surface Area: 230.62

Molecular Species: BASE

HBA: 13

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.70

CX Basic pKa: 9.02

CX LogP: -5.43

CX LogD: -8.00

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.17

Np Likeness Score: 1.21

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