(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-8-oxo-3-piperazin-1-ylmethyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

ID: ALA130494

Chembl Id: CHEMBL130494

PubChem CID: 44353222

Max Phase: Preclinical

Molecular Formula: C18H23N7O5S2

Molecular Weight: 481.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(CN3CCNCC3)CS[C@H]12)c1csc(N)n1

Standard InChI:  InChI=1S/C18H23N7O5S2/c1-30-23-11(10-8-32-18(19)21-10)14(26)22-12-15(27)25-13(17(28)29)9(7-31-16(12)25)6-24-4-2-20-3-5-24/h8,12,16,20H,2-7H2,1H3,(H2,19,21)(H,22,26)(H,28,29)/b23-11-/t12-,16-/m1/s1

Standard InChI Key:  RAASKTWSTTXITM-IHMPYVIRSA-N

Alternative Forms

1. Parent:

   

   ALA130494

   (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-3-(piperazin-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-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: 481.56

Molecular Weight (Monoisotopic): 481.1202

AlogP: -1.28

#Rotatable Bonds: 7

Polar Surface Area: 162.48

Molecular Species: ZWITTERION

HBA: 11

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.91

CX Basic pKa: 9.21

CX LogP: -3.48

CX LogD: -3.48

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.21

Np Likeness Score: -0.36

References

1. Albrecht HA, Beskid G, Christenson JG, Deitcher KH, Georgopapadakou NH, Keith DD, Konzelmann FM, Pruess DL, Wei CC..  (1994)  Dual-action cephalosporins incorporating a 3'-tertiary-amine-linked quinolone.,  37  (3): [PMID:8308866] [10.1021/jm00029a012]

Source

Source(1):

• Scientific Literature