(6R,7R)-3-chloro-7-((2R)-2-(3-(4-hydroxy-5-isobutyl-2-oxo-2,5-dihydro-1H-pyrrole-3-carboxamido)propanamido)-2-phenylacetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

ID: ALA4240608

PubChem CID: 145983494

Max Phase: Preclinical

Molecular Formula: C27H30ClN5O8S

Molecular Weight: 620.08

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CC1NC(=O)C(C(=O)NCCC(=O)N[C@@H](C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=C(Cl)CS[C@H]23)c2ccccc2)=C1O

Standard InChI:  InChI=1S/C27H30ClN5O8S/c1-12(2)10-15-21(35)17(23(37)30-15)22(36)29-9-8-16(34)31-18(13-6-4-3-5-7-13)24(38)32-19-25(39)33-20(27(40)41)14(28)11-42-26(19)33/h3-7,12,15,18-19,26,35H,8-11H2,1-2H3,(H,29,36)(H,30,37)(H,31,34)(H,32,38)(H,40,41)/t15?,18-,19-,26-/m1/s1

Standard InChI Key:  LXSVPZHRZYRKMO-ZXCLCUHBSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4240608

   ---

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: 620.08

Molecular Weight (Monoisotopic): 619.1504

AlogP: 0.64

#Rotatable Bonds: 11

Polar Surface Area: 194.24

Molecular Species: ACID

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.10

CX Basic pKa: ┄

CX LogP: -0.71

CX LogD: -6.28

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.15

Np Likeness Score: -0.11

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