(2R,2aR,3S,4aR,7aR)-2-{2-(2-Amino-thiazol-4-yl)-2-[(R)-1-carboxy-ethoxyimino]-acetylamino}-1,3,6-trioxo-hexahydro-7-oxa-3-thia-7b-aza-cyclobuta[e]indene-7a-carboxylic acid

ID: ALA4875471

PubChem CID: 135196799

Max Phase: Preclinical

Molecular Formula: C17H17N5O10S2

Molecular Weight: 515.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](O/N=C(\C(=O)N[C@@H]1C(=O)N2[C@@H]1[S@@+]([O-])C[C@@H]1CC(=O)O[C@@]12C(=O)O)c1csc(N)n1)C(=O)O

Standard InChI:  InChI=1S/C17H17N5O10S2/c1-5(14(26)27)32-21-9(7-3-33-16(18)19-7)11(24)20-10-12(25)22-13(10)34(30)4-6-2-8(23)31-17(6,22)15(28)29/h3,5-6,10,13H,2,4H2,1H3,(H2,18,19)(H,20,24)(H,26,27)(H,28,29)/b21-9-/t5-,6+,10-,13-,17-,34+/m1/s1

Standard InChI Key:  MYRXCTIABGECLH-HCPYKJSJSA-N

Molfile:  

 
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M  CHG  2   7   1  35  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4875471

   ---

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: 515.48

Molecular Weight (Monoisotopic): 515.0417

AlogP: -2.32

#Rotatable Bonds: 7

Polar Surface Area: 233.87

Molecular Species: ACID

HBA: 12

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.08

CX Basic pKa: 3.85

CX LogP: -2.92

CX LogD: -8.50

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.10

Np Likeness Score: 0.11

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