disodium (5R,6R)-3-{[(Z)-2-(acetylamino)vinyl]thio}-6-[1-methyl-1-(sulfonatooxy)ethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

ID: ALA93491

Chembl Id: CHEMBL93491

PubChem CID: 44325427

Max Phase: Preclinical

Molecular Formula: C14H16N2Na2O8S2

Molecular Weight: 406.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N/C=C\SC1=C(C(=O)[O-])N2C(=O)[C@@H](C(C)(C)OS(=O)(=O)[O-])[C@H]2C1.[Na+].[Na+]

Standard InChI:  InChI=1S/C14H18N2O8S2.2Na/c1-7(17)15-4-5-25-9-6-8-10(14(2,3)24-26(21,22)23)12(18)16(8)11(9)13(19)20;;/h4-5,8,10H,6H2,1-3H3,(H,15,17)(H,19,20)(H,21,22,23);;/q;2*+1/p-2/b5-4-;;/t8-,10+;;/m1../s1

Standard InChI Key:  AHXAOPPVZADYOT-VNODRJFJSA-L

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 406.44

Molecular Weight (Monoisotopic): 406.0505

AlogP: 0.45

#Rotatable Bonds: 7

Polar Surface Area: 150.31

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.78

CX Basic pKa: ┄

CX LogP: -1.95

CX LogD: -7.74

Aromatic Rings: ┄

Heavy Atoms: 26

QED Weighted: 0.40

Np Likeness Score: 0.73

References

1. Harada S, Tsubotani S, Asai M, Okonogi K, Kondo M..  (1983)  Synthesis and biological activities of the Z isomers of carbapenem antibiotics.,  26  (2): [PMID:6402596] [10.1021/jm00356a029]

2. Harada S, Tsubotani S, Asai M, Okonogi K, Kondo M..  (1983)  Synthesis and biological activities of the Z isomers of carbapenem antibiotics.,  26  (5): [PMID:6341590] [10.1021/jm00359a600]

Source

Source(1):

• Scientific Literature