Z-Phe-Arg-CH2-O-(2,4,6-trimethyl)benzoate

ID: ALA1223665

Chembl Id: CHEMBL1223665

PubChem CID: 49865629

Max Phase: Preclinical

Molecular Formula: C34H41N5O6

Molecular Weight: 615.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c(C(=O)OCC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc2ccccc2)NC(=O)OCc2ccccc2)c(C)c1

Standard InChI:  InChI=1S/C34H41N5O6/c1-22-17-23(2)30(24(3)18-22)32(42)44-21-29(40)27(15-10-16-37-33(35)36)38-31(41)28(19-25-11-6-4-7-12-25)39-34(43)45-20-26-13-8-5-9-14-26/h4-9,11-14,17-18,27-28H,10,15-16,19-21H2,1-3H3,(H,38,41)(H,39,43)(H4,35,36,37)/t27-,28-/m0/s1

Standard InChI Key:  RRQJICOGNMRAQH-NSOVKSMOSA-N

Alternative Forms

1. Parent:

   

   ALA1223665

   [(3S)-6-(diaminomethylideneamino)-2-oxo-3-[[(2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoyl]amino]hexyl] 2,4,6-trimethylbenzoate

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: 615.73

Molecular Weight (Monoisotopic): 615.3057

AlogP: 3.62

#Rotatable Bonds: 15

Polar Surface Area: 172.70

Molecular Species: BASE

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.49

CX Basic pKa: 11.84

CX LogP: 5.02

CX LogD: 2.93

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.07

Np Likeness Score: -0.11

References

1. Dechert AM, MacNamara JP, Breevoort SR, Hildebrandt ER, Hembree NW, Rea AC, McLain DE, Porter SB, Schmidt WK, Dore TM..  (2010)  Modulation of the inhibitor properties of dipeptidyl (acyloxy)methyl ketones toward the CaaX proteases.,  18  (17): [PMID:20696584] [10.1016/j.bmc.2010.07.041]

Source

Source(1):

• Scientific Literature