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

ID: ALA4592367

Chembl Id: CHEMBL4592367

PubChem CID: 155569376

Max Phase: Preclinical

Molecular Formula: C27H44N6O9

Molecular Weight: 596.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCn1cc(C[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)nn1

Standard InChI:  InChI=1S/C27H44N6O9/c1-2-3-4-5-6-7-8-9-11-32-15-16(30-31-32)13-17(40-26-23(38)20(35)18(14-28)41-26)24-21(36)22(37)25(42-24)33-12-10-19(34)29-27(33)39/h10,12,15,17-18,20-26,35-38H,2-9,11,13-14,28H2,1H3,(H,29,34,39)/t17-,18+,20+,21-,22+,23+,24+,25+,26+/m0/s1

Standard InChI Key:  ATWVCNSBEXAUNR-UJXKYUOASA-N

Alternative Forms

1. Parent:

   

   ALA4592367

   ---

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: 596.68

Molecular Weight (Monoisotopic): 596.3170

AlogP: -1.08

#Rotatable Bonds: 16

Polar Surface Area: 220.20

Molecular Species: BASE

HBA: 14

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.70

CX Basic pKa: 8.75

CX LogP: 0.19

CX LogD: -0.93

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.13

Np Likeness Score: 0.50

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