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

ID: ALA4592682

Chembl Id: CHEMBL4592682

PubChem CID: 71654445

Max Phase: Preclinical

Molecular Formula: C34H48N6O11

Molecular Weight: 716.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCc1ccc(NC(=O)C2=CCN(C)[C@@H]([C@H](O[C@@H]3O[C@H](CN)[C@@H](O)[C@H]3O)[C@H]3O[C@@H](n4ccc(=O)[nH]c4=O)[C@H](O)[C@@H]3O)C(=O)N2C)cc1

Standard InChI:  InChI=1S/C34H48N6O11/c1-4-5-6-7-8-18-9-11-19(12-10-18)36-30(46)20-13-15-38(2)23(31(47)39(20)3)28(51-33-27(45)24(42)21(17-35)49-33)29-25(43)26(44)32(50-29)40-16-14-22(41)37-34(40)48/h9-14,16,21,23-29,32-33,42-45H,4-8,15,17,35H2,1-3H3,(H,36,46)(H,37,41,48)/t21-,23+,24-,25+,26-,27-,28+,29+,32-,33+/m1/s1

Standard InChI Key:  PULNQCXFHQKJRG-AFHNBZIUSA-N

Alternative Forms

1. Parent:

   

   ALA4592682

   (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-(4-hexylphenyl)-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: 716.79

Molecular Weight (Monoisotopic): 716.3381

AlogP: -1.64

#Rotatable Bonds: 13

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: -0.75

CX LogD: -1.92

Aromatic Rings: 2

Heavy Atoms: 51

QED Weighted: 0.12

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