TVTYDY

ID: ALA437116

PubChem CID: 44412444

Max Phase: Preclinical

Molecular Formula: C35H48N6O13

Molecular Weight: 760.80

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)[C@@H](N)[C@@H](C)O)C(=O)N[C@H](C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)O)[C@@H](C)O

Standard InChI:  InChI=1S/C35H48N6O13/c1-16(2)28(40-32(50)27(36)17(3)42)33(51)41-29(18(4)43)34(52)38-23(13-19-5-9-21(44)10-6-19)30(48)37-24(15-26(46)47)31(49)39-25(35(53)54)14-20-7-11-22(45)12-8-20/h5-12,16-18,23-25,27-29,42-45H,13-15,36H2,1-4H3,(H,37,48)(H,38,52)(H,39,49)(H,40,50)(H,41,51)(H,46,47)(H,53,54)/t17-,18-,23+,24+,25+,27+,28+,29+/m1/s1

Standard InChI Key:  ZZUSQHLNMNBUCT-YKLILUSHSA-N

Molfile:  

     RDKit          2D

 54 55  0  0  1  0  0  0  0  0999 V2000
   -1.4654   -1.6191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7502   -1.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0348   -2.4441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0348   -1.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7502   -0.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0348    0.0310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4654    0.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6805   -1.2065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3919   -1.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1072   -0.3815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1072   -1.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3919   -2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1072   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6805   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8225   -1.6191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5379   -1.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2531   -2.4441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2531   -1.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5379   -0.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2531    0.0310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8225    0.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9646   -1.2065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6799   -1.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3953   -0.3815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3953   -1.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6799   -2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3953   -3.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3953   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1105   -2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8259   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8259   -3.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1105   -4.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5373   -4.0942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1105   -1.6191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8259   -1.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5373   -2.4441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5373   -1.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8259   -0.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5373    0.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5373    0.8560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2526   -0.3815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2526   -1.2065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9679   -1.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6793   -0.3815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6793   -1.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9679   -2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6793   -3.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6793   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3985   -2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1099   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1099   -3.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3985   -4.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8253   -4.0942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3985   -1.6191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  8  1  0
 11 15  1  0
 18 22  1  0
 25 34  1  0
 37 42  1  0
 45 54  1  0
  2  1  1  1
  2  4  1  0
  4  3  2  0
  2  5  1  0
  5  6  1  1
  5  7  1  0
  8  9  1  0
  9 11  1  0
 11 10  2  0
  9 12  1  6
 12 13  1  0
 12 14  1  0
 16 15  1  1
 16 18  1  0
 18 17  2  0
 16 19  1  0
 19 20  1  1
 19 21  1  0
 22 23  1  0
 23 25  1  0
 25 24  2  0
 23 26  1  6
 26 28  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 31 33  1  0
 34 35  1  0
 35 37  1  0
 37 36  2  0
 35 38  1  1
 38 39  1  0
 39 40  2  0
 39 41  1  0
 42 43  1  0
 43 45  1  0
 45 44  2  0
 43 46  1  6
 46 48  1  0
 47 48  2  0
 48 49  1  0
 49 50  2  0
 50 51  1  0
 51 52  2  0
 52 47  1  0
 51 53  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA437116

   H-Thr-Val-Thr-Tyr-Asp-Tyr-OH

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: 760.80

Molecular Weight (Monoisotopic): 760.3279

AlogP: -2.39

#Rotatable Bonds: 20

Polar Surface Area: 327.04

Molecular Species: ACID

HBA: 12

HBD: 12

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.35

CX Basic pKa: 7.61

CX LogP: -4.12

CX LogD: -7.30

Aromatic Rings: 2

Heavy Atoms: 54

QED Weighted: 0.07

Np Likeness Score: 0.32

References

1. Basse N, Papapostolou D, Pagano M, Reboud-Ravaux M, Bernard E, Felten AS, Vanderesse R..  (2006)  Development of lipopeptides for inhibiting 20S proteasomes.,  16  (12): [PMID:16630721] [10.1016/j.bmcl.2006.03.033]

Source

Source(1):

• Scientific Literature