(6R,7R)-7-(2-(2-formyl-1H-pyrrol-1-yl)acetamido)-3-((5-methyl-1,3,4-thiadiazol-2-ylthio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

ID: ALA3248695

Chembl Id: CHEMBL3248695

PubChem CID: 90673404

Max Phase: Preclinical

Molecular Formula: C18H17N5O5S3

Molecular Weight: 479.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nnc(SCC2=C(C(=O)O)N3C(=O)[C@@H](NC(=O)Cn4cccc4C=O)[C@H]3SC2)s1

Standard InChI:  InChI=1S/C18H17N5O5S3/c1-9-20-21-18(31-9)30-8-10-7-29-16-13(15(26)23(16)14(10)17(27)28)19-12(25)5-22-4-2-3-11(22)6-24/h2-4,6,13,16H,5,7-8H2,1H3,(H,19,25)(H,27,28)/t13-,16-/m1/s1

Standard InChI Key:  YNXRMKXCVTXDLA-CZUORRHYSA-N

Alternative Forms

1. Parent:

   

   ALA3248695

   (6R,7R)-7-[[2-(2-formylpyrrol-1-yl)acetyl]amino]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-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: 479.57

Molecular Weight (Monoisotopic): 479.0392

AlogP: 0.99

#Rotatable Bonds: 8

Polar Surface Area: 134.49

Molecular Species: ACID

HBA: 10

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 2.98

CX Basic pKa: 0.24

CX LogP: 0.04

CX LogD: -3.44

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.32

Np Likeness Score: -1.22

References

1. Nudelman A, Karoly H, Braun F, Böhme EH, Erickson RC..  (1978)  Semisynthetic cephalosporins. Synthesis and structure-activity relationships of 7-(1-pyrryl)- and 7-(1-indolyl)acetamidocephalosporin derivatives.,  21  (9): [PMID:722761] [10.1021/jm00207a022]

Source

Source(1):

• Scientific Literature