N-[4-Chloro-3-(trifluoromethyl)benzene-1-sulfonyl]-L-gamma-glutamyl-L-alanyl-L-leucyl-L-alaninamide

ID: ALA5194462

PubChem CID: 168288394

Max Phase: Preclinical

Molecular Formula: C24H33ClF3N5O8S

Molecular Weight: 644.07

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@H](C)NC(=O)CC[C@H](NS(=O)(=O)c1ccc(Cl)c(C(F)(F)F)c1)C(=O)O)C(=O)N[C@@H](C)C(N)=O

Standard InChI:  InChI=1S/C24H33ClF3N5O8S/c1-11(2)9-18(22(37)31-12(3)20(29)35)32-21(36)13(4)30-19(34)8-7-17(23(38)39)33-42(40,41)14-5-6-16(25)15(10-14)24(26,27)28/h5-6,10-13,17-18,33H,7-9H2,1-4H3,(H2,29,35)(H,30,34)(H,31,37)(H,32,36)(H,38,39)/t12-,13-,17-,18-/m0/s1

Standard InChI Key:  ANUXINVPZCWBPX-LUVWLHFXSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5194462

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 644.07

Molecular Weight (Monoisotopic): 643.1690

AlogP: 0.90

#Rotatable Bonds: 15

Polar Surface Area: 213.86

Molecular Species: ACID

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.30

CX Basic pKa: ┄

CX LogP: 0.82

CX LogD: -2.61

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.16

Np Likeness Score: -0.83

References

1. Tabuse H, Abe-Sato K, Kanazawa H, Yashiro M, Tamura Y, Kamitani M, Hitaka K, Gunji E, Mitani A, Kojima N, Oka Y..  (2022)  Discovery of Highly Potent and Selective Matrix Metalloproteinase-7 Inhibitors by Hybridizing the S1' Subsite Binder with Short Peptides.,  65  (19.0): [PMID:36137271] [10.1021/acs.jmedchem.2c01088]

Source

Source(1):

• Scientific Literature