(R)-2-{(S)-1-[(R)-5-Carbamimidoyl-1-({4-[(E)-4-(3-hydroxy-4-nitro-phenyl)-but-3-en-1-ynyl]-phenyl}-methyl-carbamoyl)-pentylcarbamoyl]-2-phenyl-ethylcarbamoyl}-pyrrolidine-1-carboxylic acid benzyl ester

ID: ALA305868

Chembl Id: CHEMBL305868

PubChem CID: 44313125

Max Phase: Preclinical

Molecular Formula: C46H49N7O8

Molecular Weight: 827.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C(=O)[C@@H](CCCCC(=N)N)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H]1CCCN1C(=O)OCc1ccccc1)c1ccc(C#C/C=C/c2ccc([N+](=O)[O-])c(O)c2)cc1

Standard InChI:  InChI=1S/C46H49N7O8/c1-51(36-25-22-32(23-26-36)13-8-9-16-34-24-27-39(53(59)60)41(54)30-34)45(57)37(19-10-11-21-42(47)48)49-43(55)38(29-33-14-4-2-5-15-33)50-44(56)40-20-12-28-52(40)46(58)61-31-35-17-6-3-7-18-35/h2-7,9,14-18,22-27,30,37-38,40,54H,10-12,19-21,28-29,31H2,1H3,(H3,47,48)(H,49,55)(H,50,56)/b16-9+/t37-,38+,40-/m1/s1

Standard InChI Key:  ROMBRFCZZVXWGC-WOUOSAPTSA-N

Alternative Forms

1. Parent:

   

   ALA305868

   benzyl (2R)-2-[[(2S)-1-[[(2R)-7-amino-1-[4-[(E)-4-(3-hydroxy-4-nitrophenyl)but-3-en-1-ynyl]-N-methylanilino]-7-imino-1-oxoheptan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]carbamoyl]pyrrolidine-1-carboxylate

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: 827.94

Molecular Weight (Monoisotopic): 827.3643

AlogP: 5.84

#Rotatable Bonds: 17

Polar Surface Area: 221.29

Molecular Species: BASE

HBA: 9

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 6.65

CX Basic pKa: 13.26

CX LogP: 5.75

CX LogD: 5.68

Aromatic Rings: 4

Heavy Atoms: 61

QED Weighted: 0.02

Np Likeness Score: -0.39

References

1. Pryor KE, La Clair JJ..  (1999)  A rapid method to identify exo-protease inhibitors.,  9  (16): [PMID:10476856] [10.1016/s0960-894x(99)00387-x]

Source

Source(1):

• Scientific Literature