{1-[1-(1-{1-Hydroxy-2-[1-(3-methyl-butylcarbamoyl)-ethylcarbamoyl]-ethyl}-3-methyl-butylcarbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-carbamic acid tert-butyl ester

ID: ALA3392083

PubChem CID: 118725159

Max Phase: Preclinical

Molecular Formula: C31H59N5O7

Molecular Weight: 613.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCNC(=O)[C@H](C)NC(=O)C[C@@H](O)[C@@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)C)C(C)C

Standard InChI:  InChI=1S/C31H59N5O7/c1-17(2)13-14-32-27(39)21(9)33-24(38)16-23(37)22(15-18(3)4)34-28(40)25(19(5)6)35-29(41)26(20(7)8)36-30(42)43-31(10,11)12/h17-23,25-26,37H,13-16H2,1-12H3,(H,32,39)(H,33,38)(H,34,40)(H,35,41)(H,36,42)/t21-,22+,23+,25-,26-/m0/s1

Standard InChI Key:  GQYQVRLKCQSBAG-GDKKAJJHSA-N

Molfile:  

     RDKit          2D

 43 42  0  0  1  0  0  0  0  0999 V2000
    8.5051   -7.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4232   -6.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8427   -6.6296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6817   -6.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6661   -6.7935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0856   -6.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8271   -6.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2622   -6.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5842   -6.1379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9246   -7.2852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7451   -5.8100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0037   -6.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1647   -5.9739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2466   -6.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4076   -6.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3442   -7.4491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4105   -7.9409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5178   -5.6461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7763   -6.1379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7325   -7.2852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8398   -4.9905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0983   -5.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1012   -7.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0119   -6.1379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9910   -7.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3568   -5.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1520   -7.4491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6744   -5.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4359   -4.9905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3129   -7.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8583   -6.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7734   -6.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4290   -7.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6944   -5.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1139   -5.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6534   -8.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2339   -8.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4314   -5.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0939   -5.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6788   -5.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5305   -4.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8509   -5.8100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9992   -4.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  6  1  0
  3  1  1  0
  4 10  1  0
  5  2  1  0
  6  3  1  0
  7  9  1  0
  8  1  1  0
  9 14  1  0
 10  8  1  0
 11 15  1  0
 12  5  1  0
 13  7  1  0
 14 12  1  0
 15 13  1  0
 16  4  1  0
 17  1  2  0
 18  2  2  0
 19  4  2  0
 20  7  2  0
 21 11  2  0
 12 22  1  1
 23 16  1  0
 24 11  1  0
  6 25  1  1
  8 26  1  6
 14 27  1  6
 28 24  1  0
 29 22  1  0
 15 30  1  1
 31 23  1  0
 32 23  1  0
 33 23  1  0
 34 26  1  0
 35 26  1  0
 36 25  1  0
 37 25  1  0
 38 28  1  0
 39 38  1  0
 40 29  1  0
 41 29  1  0
 42 39  1  0
 43 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3392083

   ---

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: 613.84

Molecular Weight (Monoisotopic): 613.4414

AlogP: 2.63

#Rotatable Bonds: 17

Polar Surface Area: 174.96

Molecular Species: NEUTRAL

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.39

CX Basic pKa: ┄

CX LogP: 2.82

CX LogD: 2.82

Aromatic Rings: ┄

Heavy Atoms: 43

QED Weighted: 0.15

Np Likeness Score: 0.00

References

1. Agarwal NS, Rich DH..  (1986)  Inhibition of cathepsin D by substrate analogues containing statine and by analogues of pepstatin.,  29  (12): [PMID:3783611] [10.1021/jm00162a015]

Source

Source(1):

• Scientific Literature