{(S)-5-Carbamimidoyl-1-[(R)-5-carbamimidoyl-1-({4-[(E)-4-(3-hydroxy-4-nitro-phenyl)-but-3-en-1-ynyl]-phenyl}-methyl-carbamoyl)-pentylcarbamoyl]-pentyl}-carbamic acid benzyl ester

ID: ALA433112

PubChem CID: 44313126

Max Phase: Preclinical

Molecular Formula: C39H46N8O7

Molecular Weight: 738.85

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C39H46N8O7/c1-46(30-22-19-27(20-23-30)11-5-6-12-28-21-24-33(47(52)53)34(48)25-28)38(50)32(16-8-10-18-36(42)43)44-37(49)31(15-7-9-17-35(40)41)45-39(51)54-26-29-13-3-2-4-14-29/h2-4,6,12-14,19-25,31-32,48H,7-10,15-18,26H2,1H3,(H3,40,41)(H3,42,43)(H,44,49)(H,45,51)/b12-6+/t31-,32+/m0/s1

Standard InChI Key:  ZDDFRNHHWJSVBN-XEIKXNLXSA-N

Molfile:  

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M  CHG  2   1   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA433112

   benzyl N-[(2S)-7-amino-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]-7-imino-1-oxoheptan-2-yl]carbamate

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: 738.85

Molecular Weight (Monoisotopic): 738.3489

AlogP: 5.10

#Rotatable Bonds: 19

Polar Surface Area: 250.85

Molecular Species: BASE

HBA: 9

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 6.65

CX Basic pKa: 13.15

CX LogP: 3.33

CX LogD: 1.67

Aromatic Rings: 3

Heavy Atoms: 54

QED Weighted: 0.02

Np Likeness Score: -0.26

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