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

ID: ALA4435802

Chembl Id: CHEMBL4435802

PubChem CID: 71652278

Max Phase: Preclinical

Molecular Formula: C35H50N6O12

Molecular Weight: 746.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCOc1ccc(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/C35H50N6O12/c1-4-5-6-7-8-17-50-20-11-9-19(10-12-20)37-31(47)21-13-15-39(2)24(32(48)40(21)3)29(53-34-28(46)25(43)22(18-36)51-34)30-26(44)27(45)33(52-30)41-16-14-23(42)38-35(41)49/h9-14,16,22,24-30,33-34,43-46H,4-8,15,17-18,36H2,1-3H3,(H,37,47)(H,38,42,49)/t22-,24+,25-,26+,27-,28-,29+,30+,33-,34+/m1/s1

Standard InChI Key:  VCOBFNWTMBASSV-BMBCOVQSSA-N

Alternative Forms

1. Parent:

   

   ALA4435802

   (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-heptoxyphenyl)-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: 746.81

Molecular Weight (Monoisotopic): 746.3487

AlogP: -1.41

#Rotatable Bonds: 15

Polar Surface Area: 251.37

Molecular Species: BASE

HBA: 15

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.70

CX Basic pKa: 8.75

CX LogP: -0.98

CX LogD: -2.15

Aromatic Rings: 2

Heavy Atoms: 53

QED Weighted: 0.10

Np Likeness Score: 0.50

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