(R)-6-((R)-1-hydroxy-ethyl)-4-methyl-3-[(3S,5S)-5-(6-methyl-1,1-dioxo-1lambda*6*-[1,2,6]thiadiazinan-2-ylmethyl)-pyrrolidin-3-ylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid

ID: ALA244499

Chembl Id: CHEMBL244499

PubChem CID: 44428229

Max Phase: Preclinical

Molecular Formula: C19H30N4O6S2

Molecular Weight: 474.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](O)C1C(=O)N2C(C(=O)O)=C(S[C@@H]3CN[C@H](CN4CCCN(C)S4(=O)=O)C3)[C@H](C)C12

Standard InChI:  InChI=1S/C19H30N4O6S2/c1-10-15-14(11(2)24)18(25)23(15)16(19(26)27)17(10)30-13-7-12(20-8-13)9-22-6-4-5-21(3)31(22,28)29/h10-15,20,24H,4-9H2,1-3H3,(H,26,27)/t10-,11-,12+,13+,14?,15?/m1/s1

Standard InChI Key:  HMHNMIMPOCNQGB-UWAOJUJRSA-N

Alternative Forms

1. Parent:

   

   ALA244499

   (4R)-6-[(1R)-1-hydroxyethyl]-4-methyl-3-[(3S,5S)-5-[(6-methyl-1,1-dioxo-1,2,6-thiadiazinan-2-yl)methyl]pyrrolidin-3-yl]sulfanyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

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: 474.61

Molecular Weight (Monoisotopic): 474.1607

AlogP: -0.51

#Rotatable Bonds: 6

Polar Surface Area: 130.49

Molecular Species: ZWITTERION

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.27

CX Basic pKa: 9.62

CX LogP: -5.00

CX LogD: -5.01

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.44

Np Likeness Score: 0.57

References

1. Kim SJ, Park HB, Lee JS, Jo NH, Yoo KH, Baek D, Kang BW, Cho JH, Oh CH..  (2007)  Novel lbeta-methylcarbapenems having cyclic sulfonamide moieties: synthesis and evaluation of in vitro antibacterial activity.,  42  (9): [PMID:17418453] [10.1016/j.ejmech.2007.02.001]

Source

Source(1):

• Scientific Literature