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

ID: ALA4456680

Chembl Id: CHEMBL4456680

PubChem CID: 71654282

Max Phase: Preclinical

Molecular Formula: C43H74N6O11

Molecular Weight: 851.10

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCCCCCCNC(=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/C43H74N6O11/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-25-45-39(55)29-23-26-47(2)32(40(56)48(29)3)37(60-42-36(54)33(51)30(28-44)58-42)38-34(52)35(53)41(59-38)49-27-24-31(50)46-43(49)57/h23-24,27,30,32-38,41-42,51-54H,4-22,25-26,28,44H2,1-3H3,(H,45,55)(H,46,50,57)/t30-,32+,33-,34+,35-,36-,37+,38+,41-,42+/m1/s1

Standard InChI Key:  IKRVISPZYRTXHB-JYLSRDASSA-N

Alternative Forms

1. Parent:

   

   ALA4456680

   (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-henicosyl-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: 851.10

Molecular Weight (Monoisotopic): 850.5416

AlogP: 2.15

#Rotatable Bonds: 27

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: 3.38

CX LogD: 2.21

Aromatic Rings: 1

Heavy Atoms: 60

QED Weighted: 0.06

Np Likeness Score: 0.63

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