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6-(6,7-dihydro-4H-thieno[3,2-c]pyran-2-ylmethylene)-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid sodium salt ID: ALA380061
PubChem CID: 44413920
Max Phase: Preclinical
Molecular Formula: C21H17N2NaO4S3
Molecular Weight: 458.59
Molecule Type: Small molecule
This compound is available for customization.
Associated Items:
Names and Identifiers Canonical SMILES: O=C([O-])C1=CS[C@@H]2/C(=C\c3cc4c(s3)CCN(c3cc5c(s3)CCOC5)C4)C(=O)N12.[Na+]
Standard InChI: InChI=1S/C21H18N2O4S3.Na/c24-19-14(20-23(19)15(10-28-20)21(25)26)7-13-5-11-8-22(3-1-16(11)29-13)18-6-12-9-27-4-2-17(12)30-18;/h5-7,10,20H,1-4,8-9H2,(H,25,26);/q;+1/p-1/b14-7-;/t20-;/m1./s1
Standard InChI Key: KFRUINCRKCXKEP-KOQARVEBSA-M
Molfile:
RDKit 2D
32 36 0 0 0 0 0 0 0 0999 V2000
5.0239 -4.0777 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.5438 -3.4041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.5436 -4.7380 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0
3.7577 -4.4839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.7587 -3.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.0514 -3.2529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.3387 -3.6606 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
2.3378 -4.4823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.0495 -4.8963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.2772 -3.3912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.0787 -3.1956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.0816 -2.5897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.8831 -2.3942 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
6.9449 -1.5715 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
6.1815 -1.2585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.6481 -1.8878 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0
7.7837 -3.6241 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
5.8487 -4.0962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.6484 -1.1372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.3749 -1.5282 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
7.6239 -0.3125 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
1.6253 -3.2463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.5406 -2.4260 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.8703 -3.5803 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0
0.3198 -2.9659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.7358 -2.2512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.3271 -1.5376 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.4992 -1.5324 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.9152 -2.2471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.5049 -2.9670 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.1591 -2.9757 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
3.8917 -1.9708 0.0000 Na 0 0 0 0 0 15 0 0 0 0 0 0
6 7 1 0
7 8 1 0
8 9 1 0
14 15 2 0
15 16 1 0
12 16 1 0
12 13 1 0
11 17 2 0
10 11 1 0
10 18 2 0
11 13 1 0
19 20 1 0
19 21 2 0
14 19 1 0
12 10 1 0
18 1 1 0
13 14 1 0
7 22 1 0
22 23 2 0
2 5 1 0
23 26 1 0
25 24 1 0
24 22 1 0
25 26 2 0
1 2 2 0
4 3 1 0
3 1 1 0
4 5 2 0
4 9 1 0
5 6 1 0
25 30 1 0
26 27 1 0
27 28 1 0
28 29 1 0
29 30 1 0
12 31 1 6
M CHG 2 20 -1 32 1
M END Associated Targets(non-human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: NoChirality: NoAvailability: NoProdrug: No
Calculated Properties Molecular Weight: 458.59Molecular Weight (Monoisotopic): 458.0429AlogP: 3.67#Rotatable Bonds: 3Polar Surface Area: 70.08Molecular Species: ACIDHBA: 7HBD: 1#RO5 Violations: ┄HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski): ┄CX Acidic pKa: 3.61CX Basic pKa: ┄CX LogP: 3.32CX LogD: -0.02Aromatic Rings: 2Heavy Atoms: 30QED Weighted: 0.56Np Likeness Score: -0.45
References 1. Venkatesan AM, Agarwal A, Abe T, Ushirogochi H, Yamamura I, Ado M, Tsuyoshi T, Dos Santos O, Gu Y, Sum FW, Li Z, Francisco G, Lin YI, Petersen PJ, Yang Y, Kumagai T, Weiss WJ, Shlaes DM, Knox JR, Mansour TS.. (2006) Structure-activity relationship of 6-methylidene penems bearing 6,5 bicyclic heterocycles as broad-spectrum beta-lactamase inhibitors: evidence for 1,4-thiazepine intermediates with C7 R stereochemistry by computational methods., 49 (15): [PMID:16854068 ] [10.1021/jm060021p ]