(S)-5-amino-4-((S)-4-carboxy-2-((R)-2-((3-(3'-chlorobiphenyl-4-yl)isoxazol-5-yl)methyl)-4-(hydroxyamino)-4-oxobutanamido)butanamido)-5-oxopentanoic acid

ID: ALA4096462

PubChem CID: 121493953

Max Phase: Preclinical

Molecular Formula: C30H32ClN5O10

Molecular Weight: 658.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H](CC(=O)NO)Cc1cc(-c2ccc(-c3cccc(Cl)c3)cc2)no1

Standard InChI:  InChI=1S/C30H32ClN5O10/c31-20-3-1-2-18(12-20)16-4-6-17(7-5-16)24-15-21(46-36-24)13-19(14-25(37)35-45)29(43)34-23(9-11-27(40)41)30(44)33-22(28(32)42)8-10-26(38)39/h1-7,12,15,19,22-23,45H,8-11,13-14H2,(H2,32,42)(H,33,44)(H,34,43)(H,35,37)(H,38,39)(H,40,41)/t19-,22+,23+/m1/s1

Standard InChI Key:  VBMQORMYXJZHKU-OIBXWCBGSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA4096462

   ---

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: 658.06

Molecular Weight (Monoisotopic): 657.1838

AlogP: 1.90

#Rotatable Bonds: 17

Polar Surface Area: 251.25

Molecular Species: ACID

HBA: 9

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.91

CX Basic pKa: ┄

CX LogP: 0.74

CX LogD: -5.27

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.08

Np Likeness Score: -0.47

References

1. Rouanet-Mehouas C, Czarny B, Beau F, Cassar-Lajeunesse E, Stura EA, Dive V, Devel L..  (2017)  Zinc-Metalloproteinase Inhibitors: Evaluation of the Complex Role Played by the Zinc-Binding Group on Potency and Selectivity.,  60  (1): [PMID:27996256] [10.1021/acs.jmedchem.6b01420]

Source

Source(1):

• Scientific Literature