(3aR,5aR,6R,8aR)-6-(2-(2-aminothiazol-4-yl)-2-(1-carboxycyclopropoxyimino)acetamido)-2,7-dioxooctahydroazeto[2,1-b]furo[2,3-d][1,3]thiazine-8a-carboxylic acid

ID: ALA4875198

PubChem CID: 164626319

Max Phase: Preclinical

Molecular Formula: C18H17N5O9S2

Molecular Weight: 511.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(/C(=N/OC2(C(=O)O)CC2)C(=O)N[C@@H]2C(=O)N3[C@@H]2SC[C@@H]2CC(=O)O[C@@]23C(=O)O)cs1

Standard InChI:  InChI=1S/C18H17N5O9S2/c19-16-20-7(5-34-16)9(22-32-17(1-2-17)14(27)28)11(25)21-10-12(26)23-13(10)33-4-6-3-8(24)31-18(6,23)15(29)30/h5-6,10,13H,1-4H2,(H2,19,20)(H,21,25)(H,27,28)(H,29,30)/b22-9-/t6-,10+,13+,18+/m0/s1

Standard InChI Key:  YXNLGXRUKAAFNW-BFAIENCSSA-N

Molfile:  

 
     RDKit          2D

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   32.7379   -5.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   30.5337   -4.2856    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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 10 35  1  1
  6 36  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4875198

   ---

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: 511.49

Molecular Weight (Monoisotopic): 511.0468

AlogP: -1.19

#Rotatable Bonds: 7

Polar Surface Area: 210.81

Molecular Species: ACID

HBA: 12

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.25

CX Basic pKa: 3.89

CX LogP: -0.97

CX LogD: -6.58

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.15

Np Likeness Score: 0.36

References

1. Sato J, Kusano H, Aoki T, Shibuya S, Yokoo K, Komano K, Oguma T, Matsumoto S, Sato T, Yasuo K, Yamawaki K..  (2021)  A novel tricyclic β-lactam exhibiting potent antibacterial activities against carbapenem-resistant Enterobacterales: Synthesis and structure-activity-relationships.,  46  [PMID:34450571] [10.1016/j.bmc.2021.116343]

Source

Source(1):

• Scientific Literature