(S)-6-(2-(2-amino-5-chlorothiazol-4-yl)-2-(2-carboxypropan-2-yloxyimino)acetamido)-2-(2-(5,6-dihydroxy-1,3-dioxoisoindolin-2-yl)ethylcarbamoyl)-7-oxo-3,5,6,7-tetrahydropyrazolo[1,2-a]pyrazole-1-carboxylic acid

ID: ALA4872152

PubChem CID: 146303948

Max Phase: Preclinical

Molecular Formula: C27H25ClN8O12S

Molecular Weight: 721.06

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(O/N=C(\C(=O)N[C@H]1CN2CC(C(=O)NCCN3C(=O)c4cc(O)c(O)cc4C3=O)=C(C(=O)O)N2C1=O)c1nc(N)sc1Cl)C(=O)O

Standard InChI:  InChI=1S/C27H25ClN8O12S/c1-27(2,25(46)47)48-33-16(15-18(28)49-26(29)32-15)20(40)31-12-8-34-7-11(17(24(44)45)36(34)23(12)43)19(39)30-3-4-35-21(41)9-5-13(37)14(38)6-10(9)22(35)42/h5-6,12,37-38H,3-4,7-8H2,1-2H3,(H2,29,32)(H,30,39)(H,31,40)(H,44,45)(H,46,47)/b33-16-/t12-/m0/s1

Standard InChI Key:  QXNPTNHDTLQGFU-PDGNTUSWSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4872152

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 721.06

Molecular Weight (Monoisotopic): 720.1001

AlogP: -1.32

#Rotatable Bonds: 11

Polar Surface Area: 294.69

Molecular Species: ACID

HBA: 15

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.77

CX Basic pKa: 2.38

CX LogP: -1.91

CX LogD: -8.23

Aromatic Rings: 2

Heavy Atoms: 49

QED Weighted: 0.06

Np Likeness Score: -0.36

References

1. Goldberg JA, Kumar V, Spencer EJ, Hoyer D, Marshall SH, Hujer AM, Hujer KM, Bethel CR, Papp-Wallace KM, Perez F, Jacobs MR, van Duin D, Kreiswirth BN, van den Akker F, Plummer MS, Bonomo RA..  (2021)  A γ-lactam siderophore antibiotic effective against multidrug-resistant Pseudomonas aeruginosa, Klebsiella pneumoniae, and Acinetobacter spp.,  220  [PMID:33933754] [10.1016/j.ejmech.2021.113436]

Source

Source(1):

• Scientific Literature