Dimethyl-(5-methyl-1-[1-(3-methyl-butylcarbamoyl)-ethylcarbamoyl]-3-{3-methyl-2-[3-methyl-2-(3-methyl-butyrylamino)-butyrylamino]-butyrylamino}-2-oxo-hexyl)-sulfonium

ID: ALA3392190

PubChem CID: 118725213

Max Phase: Preclinical

Molecular Formula: C33H62ClN5O6S

Molecular Weight: 656.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCNC(=O)[C@H](C)NC(=O)C(C(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CC(C)C)C(C)C)C(C)C)[S+](C)C.[Cl-]

Standard InChI:  InChI=1S/C33H61N5O6S.ClH/c1-18(2)14-15-34-30(41)23(11)35-33(44)29(45(12)13)28(40)24(16-19(3)4)36-31(42)27(22(9)10)38-32(43)26(21(7)8)37-25(39)17-20(5)6;/h18-24,26-27,29H,14-17H2,1-13H3,(H4-,34,35,36,37,38,39,41,42,43,44);1H/t23-,24-,26-,27-,29?;/m0./s1

Standard InChI Key:  ZRTUZHWNSMALCG-NCZPPGLASA-N

Molfile:  

     RDKit          2D

 46 44  0  0  0  0  0  0  0  0999 V2000
    9.6992    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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    0.3152   -0.4511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2572   -0.0386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7441   -0.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8875   -0.0386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6020   -0.4511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3165   -0.0386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0297    0.7864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6861    0.7864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3165    0.7864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0310   -0.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7441   -1.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8875    0.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1138    1.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3152    1.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9716   -1.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7454   -0.0386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0297   -1.6886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4586   -1.6886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6020    1.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1731    1.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8295   -0.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5440   -0.0386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152    2.0239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1357    1.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4599   -0.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7454    0.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2585   -0.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5440    0.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  2  1  0
  5  7  1  0
  6  9  1  0
  7 11  1  0
  8  4  1  0
  9  8  1  0
 10  3  1  0
 11  6  1  0
  2 12  1  0
 13  5  1  0
 14 13  1  0
 15 14  1  0
 16 17  1  0
 17 10  1  0
 18  3  2  0
 19  4  2  0
 20  5  2  0
 21  6  2  0
  8 22  1  6
 23 16  2  0
 24 15  2  0
 25 16  1  0
 26 15  1  0
 11 27  1  1
 13 28  1  6
 29 25  1  0
 30 12  1  0
 31 12  1  0
 32 22  1  0
 17 33  1  1
 34 26  1  0
 35 27  1  0
 36 27  1  0
 37 28  1  0
 38 28  1  0
 39 29  1  0
 40 39  1  0
 41 32  1  0
 42 32  1  0
 43 34  1  0
 44 34  1  0
 45 40  1  0
 46 40  1  0
M  CHG  2   1  -1  12   1
M  END

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: 656.96

Molecular Weight (Monoisotopic): 656.4415

AlogP: 2.33

#Rotatable Bonds: 20

Polar Surface Area: 162.57

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.88

CX Basic pKa: ┄

CX LogP: 2.76

CX LogD: 2.76

Aromatic Rings: ┄

Heavy Atoms: 45

QED Weighted: 0.10

Np Likeness Score: -0.11

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