octadecyl 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-3-oxo-2,3,4,7-tetrahydro-1H-1,4-diazepine-5-carboxylate

ID: ALA4470540

Chembl Id: CHEMBL4470540

PubChem CID: 71652605

Max Phase: Preclinical

Molecular Formula: C40H67N5O12

Molecular Weight: 810.00

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCCCOC(=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/C40H67N5O12/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-24-54-38(52)26-20-22-43(2)29(36(51)44(26)3)34(57-39-33(50)30(47)27(25-41)55-39)35-31(48)32(49)37(56-35)45-23-21-28(46)42-40(45)53/h20-21,23,27,29-35,37,39,47-50H,4-19,22,24-25,41H2,1-3H3,(H,42,46,53)/t27-,29+,30-,31+,32-,33-,34+,35+,37-,39+/m1/s1

Standard InChI Key:  ITSKDVGKUARPDH-PQNYSNDFSA-N

Alternative Forms

1. Parent:

   

   ALA4470540

   octadecyl (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-3-oxo-2,7-dihydro-1,4-diazepine-5-carboxylate

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: 810.00

Molecular Weight (Monoisotopic): 809.4786

AlogP: 1.41

#Rotatable Bonds: 24

Polar Surface Area: 239.34

Molecular Species: BASE

HBA: 15

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.70

CX Basic pKa: 8.75

CX LogP: 3.01

CX LogD: 1.88

Aromatic Rings: 1

Heavy Atoms: 57

QED Weighted: 0.06

Np Likeness Score: 0.77

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