tert-Butyl (2S,3R)-3-(((2R,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxytetrahydrofuran-2-yl)oxy)-2-(((benzyloxy)carbonyl)amino)-3-((1R,3S)-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)cyclopentyl)propanoate

ID: ALA4785647

Chembl Id: CHEMBL4785647

PubChem CID: 162667176

Max Phase: Preclinical

Molecular Formula: C29H40N4O10

Molecular Weight: 604.66

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)[C@@H](NC(=O)OCc1ccccc1)[C@H](O[C@@H]1O[C@H](CN)[C@@H](O)[C@H]1O)[C@@H]1CC[C@H](n2ccc(=O)[nH]c2=O)C1

Standard InChI:  InChI=1S/C29H40N4O10/c1-29(2,3)43-25(37)21(32-28(39)40-15-16-7-5-4-6-8-16)24(42-26-23(36)22(35)19(14-30)41-26)17-9-10-18(13-17)33-12-11-20(34)31-27(33)38/h4-8,11-12,17-19,21-24,26,35-36H,9-10,13-15,30H2,1-3H3,(H,32,39)(H,31,34,38)/t17-,18+,19-,21+,22-,23-,24-,26+/m1/s1

Standard InChI Key:  KDCLVNUNWZICNL-CXDGQFMDSA-N

Alternative Forms

1. Parent:

   

   ALA4785647

   ---

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: 604.66

Molecular Weight (Monoisotopic): 604.2744

AlogP: 0.31

#Rotatable Bonds: 10

Polar Surface Area: 204.43

Molecular Species: BASE

HBA: 12

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.05

CX Basic pKa: 8.77

CX LogP: 0.47

CX LogD: -0.68

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.23

Np Likeness Score: 0.49

References

1. Kwak SH,Lim WY,Hao A,Mashalidis EH,Kwon DY,Jeong P,Kim MJ,Lee SY,Hong J.  (2021)  Synthesis and evaluation of cyclopentane-based muraymycin analogs targeting MraY.,  215  [PMID:33607457] [10.1016/j.ejmech.2021.113272]

Source

Source(1):

• Scientific Literature