ID: ALA3229267

Max Phase: Preclinical

Molecular Formula: C18H18N6O6S

Molecular Weight: 446.45

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cn1nnnc1SCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)[C@H](O)c3ccccc3)[C@H]2OC1

Standard InChI:  InChI=1S/C18H18N6O6S/c1-23-18(20-21-22-23)31-8-10-7-30-16-11(15(27)24(16)12(10)17(28)29)19-14(26)13(25)9-5-3-2-4-6-9/h2-6,11,13,16,25H,7-8H2,1H3,(H,19,26)(H,28,29)/t11-,13-,16-/m1/s1

Standard InChI Key:  WNEPWYQQVULKKQ-AXAPSJFSSA-N

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

Properties

Molecular Weight: 446.45

Molecular Weight (Monoisotopic): 446.1009

AlogP: -0.94

#Rotatable Bonds: 7

Polar Surface Area: 159.77

Molecular Species: ACID

HBA: 10

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.07

CX Basic pKa:

CX LogP: -0.58

CX LogD: -4.05

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.36

Np Likeness Score: -0.88

References

1. Narisada M, Yoshida T, Onoue H, Ohtani M, Okada T, Tsuji T, Kikkawa I, Haga N, Satoh H, Itani H, Nagata W..  (1979)  Synthetic studies on beta-lactam antibiotics. Part 101. Synthesis of 7beta-[2-carboxy-2-(4-hydroxyphenyl)acetamido]-7alpha-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]-methyl]-1-oxa-1-dethia-3-cephem-4-carboxylic acid disodium salt (6059-S) and its related 1-oxacephems.,  22  (7): [PMID:448673] [10.1021/jm00193a001]

2. Firestone RA, Fahey JL, Maciejewicz NS, Patel GS, Christensen BG..  (1977)  Total syntheses of (+/-)-1-carbacefoxitin and -cefamandole and (+/-)-1-oxacefamandole.,  20  (4): [PMID:850241] [10.1021/jm00214a018]

Source

Source(1):

• Scientific Literature