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

ID: ALA3823054

PubChem CID: 127050727

Max Phase: Preclinical

Molecular Formula: C33H51N9O5

Molecular Weight: 653.83

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  Cc1cc(O)c(C)c(C)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/C33H51N9O5/c1-19-16-28(43)21(3)20(2)23(19)18-24(35)30(45)41-26(13-9-15-39-33(37)38)31(46)42-27(17-22-10-5-4-6-11-22)32(47)40-25(29(36)44)12-7-8-14-34/h4-6,10-11,16,24-27,43H,7-9,12-15,17-18,34-35H2,1-3H3,(H2,36,44)(H,40,47)(H,41,45)(H,42,46)(H4,37,38,39)/t24-,25-,26+,27-/m0/s1

Standard InChI Key:  ASZIDYXNKKAYAC-NFGXINMFSA-N

Molfile:  

     RDKit          2D

 47 48  0  0  0  0  0  0  0  0999 V2000
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   -2.3580    5.8360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7815   10.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    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
    5.4405   12.1616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1077   14.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1170   12.1778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8 12  1  0
 15 23  1  0
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  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
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 18 19  1  0
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 20 21  1  0
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 28 29  1  0
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 33 34  1  0
 34 35  2  0
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 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
 33 46  1  0
 34 47  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3823054

   ---

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: 653.83

Molecular Weight (Monoisotopic): 653.4013

AlogP: -0.24

#Rotatable Bonds: 19

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: 9.82

CX Basic pKa: 11.75

CX LogP: -0.04

CX LogD: -4.91

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.05

Np Likeness Score: 0.41

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