6-(2-(4-hydroxy-5-isobutyl-2-oxo-2,5-dihydro-1H-pyrrole-3-carboxamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

ID: ALA4237751

PubChem CID: 145982967

Max Phase: Preclinical

Molecular Formula: C25H30N4O7S

Molecular Weight: 530.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CC1NC(=O)C(C(=O)N[C@@H](C(=O)N[C@@H]2C(=O)N3[C@@H]2SC(C)(C)[C@@H]3C(=O)O)c2ccccc2)=C1O

Standard InChI:  InChI=1S/C25H30N4O7S/c1-11(2)10-13-17(30)14(19(31)26-13)20(32)27-15(12-8-6-5-7-9-12)21(33)28-16-22(34)29-18(24(35)36)25(3,4)37-23(16)29/h5-9,11,13,15-16,18,23,30H,10H2,1-4H3,(H,26,31)(H,27,32)(H,28,33)(H,35,36)/t13?,15-,16-,18+,23-/m1/s1

Standard InChI Key:  VTEXQWSPXJOWPG-HCFMQKAYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4237751

   ---

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: 530.60

Molecular Weight (Monoisotopic): 530.1835

AlogP: 0.83

#Rotatable Bonds: 8

Polar Surface Area: 165.14

Molecular Species: ACID

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.48

CX Basic pKa: ┄

CX LogP: 0.46

CX LogD: -5.15

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.24

Np Likeness Score: 0.55

References

1. Cherian PT, Cheramie MN, Marreddy RKR, Fernando DM, Hurdle JG, Lee RE..  (2018)  New β-lactam - Tetramic acid hybrids show promising antibacterial activities.,  28  (18): [PMID:30097368] [10.1016/j.bmcl.2018.07.018]

Source

Source(1):

• Scientific Literature