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-nonyl-3-oxo-2,3,4,7-tetrahydro-1H-1,4-diazepine-5-carboxamide

ID: ALA4464006

PubChem CID: 71653653

Max Phase: Preclinical

Molecular Formula: C31H50N6O11

Molecular Weight: 682.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCNC(=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/C31H50N6O11/c1-4-5-6-7-8-9-10-13-33-27(43)17-11-14-35(2)20(28(44)36(17)3)25(48-30-24(42)21(39)18(16-32)46-30)26-22(40)23(41)29(47-26)37-15-12-19(38)34-31(37)45/h11-12,15,18,20-26,29-30,39-42H,4-10,13-14,16,32H2,1-3H3,(H,33,43)(H,34,38,45)/t18-,20+,21-,22+,23-,24-,25+,26+,29-,30+/m1/s1

Standard InChI Key:  PUULMHLPUIOXCN-SETRZRBVSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4464006

   (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-nonyl-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: 682.77

Molecular Weight (Monoisotopic): 682.3538

AlogP: -2.53

#Rotatable Bonds: 15

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: -1.95

CX LogD: -3.12

Aromatic Rings: 1

Heavy Atoms: 48

QED Weighted: 0.09

Np Likeness Score: 0.79

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