decyl 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-3-oxo-2,3,4,7-tetrahydro-1H-1,4-diazepine-5-carboxylate

ID: ALA4453023

Chembl Id: CHEMBL4453023

PubChem CID: 71652282

Max Phase: Preclinical

Molecular Formula: C32H51N5O12

Molecular Weight: 697.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCOC(=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/C32H51N5O12/c1-4-5-6-7-8-9-10-11-16-46-30(44)18-12-14-35(2)21(28(43)36(18)3)26(49-31-25(42)22(39)19(17-33)47-31)27-23(40)24(41)29(48-27)37-15-13-20(38)34-32(37)45/h12-13,15,19,21-27,29,31,39-42H,4-11,14,16-17,33H2,1-3H3,(H,34,38,45)/t19-,21+,22-,23+,24-,25-,26+,27+,29-,31+/m1/s1

Standard InChI Key:  MYBYZQBVWTZGOL-PDOCFUPESA-N

Alternative Forms

1. Parent:

   

   ALA4453023

   decyl (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-3-oxo-2,7-dihydro-1,4-diazepine-5-carboxylate

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: 697.78

Molecular Weight (Monoisotopic): 697.3534

AlogP: -1.71

#Rotatable Bonds: 16

Polar Surface Area: 239.34

Molecular Species: BASE

HBA: 15

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: -0.54

CX LogD: -1.68

Aromatic Rings: 1

Heavy Atoms: 49

QED Weighted: 0.08

Np Likeness Score: 0.90

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