(Methicillin methyl ester)6-(2,6-Dimethoxy-benzoylamino)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methyl ester

ID: ALA440783

Chembl Id: CHEMBL440783

PubChem CID: 23278032

Max Phase: Preclinical

Molecular Formula: C18H22N2O6S

Molecular Weight: 394.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@H]1N2C(=O)[C@@H](NC(=O)c3c(OC)cccc3OC)[C@H]2SC1(C)C

Standard InChI:  InChI=1S/C18H22N2O6S/c1-18(2)13(17(23)26-5)20-15(22)12(16(20)27-18)19-14(21)11-9(24-3)7-6-8-10(11)25-4/h6-8,12-13,16H,1-5H3,(H,19,21)/t12-,13+,16-/m1/s1

Standard InChI Key:  VATRYFQMWIXAQA-DVOMOZLQSA-N

Alternative Forms

1. Parent:

   

   ALA440783

   methyl (2S,5R,6R)-6-[(2,6-dimethoxybenzoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

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: 394.45

Molecular Weight (Monoisotopic): 394.1199

AlogP: 1.04

#Rotatable Bonds: 5

Polar Surface Area: 94.17

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.31

CX Basic pKa: ┄

CX LogP: 0.93

CX LogD: 0.93

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: 0.28

References

1. Blanpain PC, Nagy JB, Laurent GH, Durant FV..  (1980)  A multifaceted approach to the study of the side-chain conformation in beta-lactamase-resistant penicillins.,  23  (12): [PMID:6969804] [10.1021/jm00186a002]

Source

Source(1):

• Scientific Literature