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

ID: ALA4544999

Chembl Id: CHEMBL4544999

PubChem CID: 71652280

Max Phase: Preclinical

Molecular Formula: C34H46N6O11

Molecular Weight: 714.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1C(=O)[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)N(C)CC=C1C(=O)Nc1ccc(C2CCCCC2)cc1

Standard InChI:  InChI=1S/C34H46N6O11/c1-38-14-12-20(30(46)36-19-10-8-18(9-11-19)17-6-4-3-5-7-17)39(2)31(47)23(38)28(51-33-27(45)24(42)21(16-35)49-33)29-25(43)26(44)32(50-29)40-15-13-22(41)37-34(40)48/h8-13,15,17,21,23-29,32-33,42-45H,3-7,14,16,35H2,1-2H3,(H,36,46)(H,37,41,48)/t21-,23+,24-,25+,26-,27-,28+,29+,32-,33+/m1/s1

Standard InChI Key:  GCTOJWGEFUKHAH-AFHNBZIUSA-N

Alternative Forms

1. Parent:

   

   ALA4544999

   (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-cyclohexylphenyl)-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: 714.77

Molecular Weight (Monoisotopic): 714.3225

AlogP: -1.71

#Rotatable Bonds: 9

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: -1.37

CX LogD: -2.54

Aromatic Rings: 2

Heavy Atoms: 51

QED Weighted: 0.15

Np Likeness Score: 0.55

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