(S)-6-amino-2-((S)-2-((R)-2-((S)-2-amino-3-(2,6-diethyl-4-hydroxyphenyl)propanamido)-5-guanidinopentanamido)-3-phenylpropanamido)hexanamide

ID: ALA3822822

PubChem CID: 127050729

Max Phase: Preclinical

Molecular Formula: C34H53N9O5

Molecular Weight: 667.86

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CCc1cc(O)cc(CC)c1C[C@H](N)C(=O)N[C@H](CCCNC(=N)N)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCCN)C(N)=O

Standard InChI:  InChI=1S/C34H53N9O5/c1-3-22-18-24(44)19-23(4-2)25(22)20-26(36)31(46)42-28(14-10-16-40-34(38)39)32(47)43-29(17-21-11-6-5-7-12-21)33(48)41-27(30(37)45)13-8-9-15-35/h5-7,11-12,18-19,26-29,44H,3-4,8-10,13-17,20,35-36H2,1-2H3,(H2,37,45)(H,41,48)(H,42,46)(H,43,47)(H4,38,39,40)/t26-,27-,28+,29-/m0/s1

Standard InChI Key:  OQAPMWFSUGSEEU-FKWFRFQNSA-N

Molfile:  

     RDKit          2D

 48 49  0  0  0  0  0  0  0  0999 V2000
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    2.5951    3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2883    4.9494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2925    3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3075    3.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3580    5.8360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3158    5.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6048    2.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4725   14.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7689   15.0197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7815   10.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7647   16.2197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4833    9.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4430   10.3639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4854    8.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5257    7.6667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1789   12.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3796   12.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4159   12.6361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1385   12.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8 12  1  0
 15 23  1  0
 26 32  1  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  5  6  1  0
  6  8  1  0
  8  7  2  0
  6  9  1  6
  9 10  1  0
 10 11  1  0
 11  1  1  0
 12 13  1  0
 13 15  1  0
 15 14  2  0
 13 16  1  1
 16 18  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 24 23  1  1
 24 26  1  0
 26 25  2  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 33  2  0
 35 39  1  0
 38 40  1  0
 39 41  1  0
 41 42  1  1
 41 43  1  0
 43  5  1  0
 43 44  2  0
 36 45  1  0
 34 46  1  0
 46 47  1  0
 45 48  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3822822

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 667.86

Molecular Weight (Monoisotopic): 667.4170

AlogP: -0.04

#Rotatable Bonds: 21

Polar Surface Area: 264.56

Molecular Species: BASE

HBA: 8

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.58

CX Basic pKa: 11.74

CX LogP: 0.37

CX LogD: -4.43

Aromatic Rings: 2

Heavy Atoms: 48

QED Weighted: 0.05

Np Likeness Score: 0.37

References

1. Cai Y, Lu D, Chen Z, Ding Y, Chung NN, Li T, Schiller PW..  (2016)  [Dmt(1)]DALDA analogues modified with tyrosine analogues at position 1.,  26  (15): [PMID:27301366] [10.1016/j.bmcl.2016.06.003]

Source

Source(1):

• Scientific Literature