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

ID: ALA93653

Chembl Id: CHEMBL93653

PubChem CID: 13056873

Max Phase: Preclinical

Molecular Formula: C14H16N2Na2O9S2

Molecular Weight: 422.44

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H18N2O9S2.2Na/c1-7(17)15-4-5-26(21)9-6-8-10(14(2,3)25-27(22,23)24)12(18)16(8)11(9)13(19)20;;/h4-5,8,10H,6H2,1-3H3,(H,15,17)(H,19,20)(H,22,23,24);;/q;2*+1/p-2/b5-4-;;/t8-,10+,26?;;/m1../s1

Standard InChI Key:  RQZAPAQJWUAGGA-RVFRPEOPSA-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: 422.44

Molecular Weight (Monoisotopic): 422.0454

AlogP: -0.53

#Rotatable Bonds: 7

Polar Surface Area: 173.37

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -1.96

CX Basic pKa: ┄

CX LogP: -3.19

CX LogD: -9.09

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.28

Np Likeness Score: 0.62

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  (2): [PMID:6402596] [10.1021/jm00356a029]

3. 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]

4. 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