undec-10-enyl 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: ALA4546475

Chembl Id: CHEMBL4546475

PubChem CID: 71652443

Max Phase: Preclinical

Molecular Formula: C33H51N5O12

Molecular Weight: 709.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CCCCCCCCCCOC(=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/C33H51N5O12/c1-4-5-6-7-8-9-10-11-12-17-47-31(45)19-13-15-36(2)22(29(44)37(19)3)27(50-32-26(43)23(40)20(18-34)48-32)28-24(41)25(42)30(49-28)38-16-14-21(39)35-33(38)46/h4,13-14,16,20,22-28,30,32,40-43H,1,5-12,15,17-18,34H2,2-3H3,(H,35,39,46)/t20-,22+,23-,24+,25-,26-,27+,28+,30-,32+/m1/s1

Standard InChI Key:  PWOHTTZMPKBOMM-REFHBTEXSA-N

Alternative Forms

1. Parent:

   

   ALA4546475

   undec-10-enyl (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: 709.79

Molecular Weight (Monoisotopic): 709.3534

AlogP: -1.55

#Rotatable Bonds: 17

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: -0.40

CX LogD: -1.54

Aromatic Rings: 1

Heavy Atoms: 50

QED Weighted: 0.06

Np Likeness Score: 1.01

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