2-((S)-((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)-1,4-dimethyl-N-nonadecyl-3-oxo-2,3,4,7-tetrahydro-1H-1,4-diazepine-5-carboxamide

ID: ALA4587023

Chembl Id: CHEMBL4587023

PubChem CID: 71654121

Max Phase: Preclinical

Molecular Formula: C41H70N6O11

Molecular Weight: 823.04

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCCCCNC(=O)C1=CCN(C)[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)C(=O)N1C

Standard InChI:  InChI=1S/C41H70N6O11/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23-43-37(53)27-21-24-45(2)30(38(54)46(27)3)35(58-40-34(52)31(49)28(26-42)56-40)36-32(50)33(51)39(57-36)47-25-22-29(48)44-41(47)55/h21-22,25,28,30-36,39-40,49-52H,4-20,23-24,26,42H2,1-3H3,(H,43,53)(H,44,48,55)/t28-,30+,31-,32+,33-,34-,35+,36+,39-,40+/m1/s1

Standard InChI Key:  VZJOSPBLXPIIGI-ZMJKTLQGSA-N

Alternative Forms

1. Parent:

   

   ALA4587023

   (2S)-2-[(S)-[(2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxy-tetrahydrofuran-2-yl]oxy-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl]-1,4-dimethyl-N-nonadecyl-3-oxo-2,7-dihydro-1,4-diazepine-5-carboxamide

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: 823.04

Molecular Weight (Monoisotopic): 822.5103

AlogP: 1.37

#Rotatable Bonds: 25

Polar Surface Area: 242.14

Molecular Species: BASE

HBA: 14

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.70

CX Basic pKa: 8.75

CX LogP: 2.49

CX LogD: 1.32

Aromatic Rings: 1

Heavy Atoms: 58

QED Weighted: 0.07

Np Likeness Score: 0.65

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]

2. Arbour CA,Imperiali B.  (2020)  Uridine natural products: Challenging targets and inspiration for novel small molecule inhibitors.,  28  (18): [PMID:32828427] [10.1016/j.bmc.2020.115661]

Source

Source(1):

• Scientific Literature