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

ID: ALA4519665

Chembl Id: CHEMBL4519665

PubChem CID: 71654123

Max Phase: Preclinical

Molecular Formula: C42H72N6O11

Molecular Weight: 837.07

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCCCCCNC(=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/C42H72N6O11/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-24-44-38(54)28-22-25-46(2)31(39(55)47(28)3)36(59-41-35(53)32(50)29(27-43)57-41)37-33(51)34(52)40(58-37)48-26-23-30(49)45-42(48)56/h22-23,26,29,31-37,40-41,50-53H,4-21,24-25,27,43H2,1-3H3,(H,44,54)(H,45,49,56)/t29-,31+,32-,33+,34-,35-,36+,37+,40-,41+/m1/s1

Standard InChI Key:  LLQYGBZXEULGDC-SROWIPSXSA-N

Alternative Forms

1. Parent:

   

   ALA4519665

   (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]-N-icosyl-1,4-dimethyl-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: 837.07

Molecular Weight (Monoisotopic): 836.5259

AlogP: 1.76

#Rotatable Bonds: 26

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: 2.94

CX LogD: 1.77

Aromatic Rings: 1

Heavy Atoms: 59

QED Weighted: 0.07

Np Likeness Score: 0.64

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