(5S,8S,11S,14S)-8-(3-amino-3-oxopropyl)-11-sec-butyl-5-isopropyl-14-((E)-2-(methylsulfonyl)vinyl)-3,6,9,12-tetraoxo-1-phenyl-2-oxa-4,7,10,13-tetraazahexadecan-16-oic acid

ID: ALA2324339

Chembl Id: CHEMBL2324339

PubChem CID: 71719897

Max Phase: Preclinical

Molecular Formula: C30H45N5O10S

Molecular Weight: 667.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](NC(=O)OCc1ccccc1)C(C)C)C(=O)N[C@H](/C=C/S(C)(=O)=O)CC(=O)O

Standard InChI:  InChI=1S/C30H45N5O10S/c1-6-19(4)26(29(41)32-21(16-24(37)38)14-15-46(5,43)44)34-27(39)22(12-13-23(31)36)33-28(40)25(18(2)3)35-30(42)45-17-20-10-8-7-9-11-20/h7-11,14-15,18-19,21-22,25-26H,6,12-13,16-17H2,1-5H3,(H2,31,36)(H,32,41)(H,33,40)(H,34,39)(H,35,42)(H,37,38)/b15-14+/t19-,21+,22-,25-,26-/m0/s1

Standard InChI Key:  NPQYORAPVDDBMZ-RRKGXFBGSA-N

Alternative Forms

1. Parent:

   

   ALA2324339

   (E,3S)-3-[[(2S,3S)-2-[[(2S)-5-amino-2-[[(2S)-3-methyl-2-(phenylmethoxycarbonylamino)butanoyl]amino]-5-oxopentanoyl]amino]-3-methylpentanoyl]amino]-5-methylsulfonylpent-4-enoic acid

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: 667.78

Molecular Weight (Monoisotopic): 667.2887

AlogP: 0.74

#Rotatable Bonds: 19

Polar Surface Area: 240.16

Molecular Species: ACID

HBA: 9

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.97

CX Basic pKa: ┄

CX LogP: -0.18

CX LogD: -3.36

Aromatic Rings: 1

Heavy Atoms: 46

QED Weighted: 0.12

Np Likeness Score: 0.13

References

1. Rosse G..  (2013)  Irreversible inhibitors of cysteine proteases.,  4  (2): [PMID:24900651] [10.1021/ml400021b]

Source

Source(1):

• Scientific Literature