(S)-2-[2-((S)-2-{(S)-2-[(S)-2-{2-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-3-methyl-butyrylamino]-hexanoylamino}-3-(4-phosphonooxy-phenyl)-propionylamino]-3-carbamoyl-propionylamino}-4-methyl-pentanoylamino)-acetylamino]-pentanedioic acid

ID: ALA2371862

PubChem CID: 73351713

Max Phase: Preclinical

Molecular Formula: C46H68N9O16P

Molecular Weight: 1034.07

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CCCC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](N)Cc1ccccc1)C(C)C)C(=O)N[C@@H](Cc1ccc(OP(=O)(O)O)cc1)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N[C@@H](CCC(=O)O)C(=O)O

Standard InChI:  InChI=1S/C46H68N9O16P/c1-6-7-13-31(51-45(65)39(26(4)5)55-40(60)30(47)21-27-11-9-8-10-12-27)42(62)53-34(22-28-14-16-29(17-15-28)71-72(68,69)70)43(63)54-35(23-36(48)56)44(64)52-33(20-25(2)3)41(61)49-24-37(57)50-32(46(66)67)18-19-38(58)59/h8-12,14-17,25-26,30-35,39H,6-7,13,18-24,47H2,1-5H3,(H2,48,56)(H,49,61)(H,50,57)(H,51,65)(H,52,64)(H,53,62)(H,54,63)(H,55,60)(H,58,59)(H,66,67)(H2,68,69,70)/t30-,31-,32-,33-,34-,35-,39-/m0/s1

Standard InChI Key:  ZVJIFHFNYXMXBP-GJWSKJNDSA-N

Molfile:  

     RDKit          2D

 72 73  0  0  1  0  0  0  0  0999 V2000
   -4.4279    0.6701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3633   -4.1399    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8558    0.6701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5573    0.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9540    0.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1816    0.6701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3047    0.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5324    0.2567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1418    0.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5907    0.6701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6555    0.6701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7202    0.2567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2276    0.6701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2276    1.5219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0772    0.6701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8831    0.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695    0.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3298    0.6701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9143    0.6701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6409    2.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2066    0.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7787    0.2567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0062    0.6701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6158    0.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2650    0.6701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7703   -3.4259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3298   -1.7913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3507   -3.7265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4279    1.4843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5573   -0.5637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9540   -0.5637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1816    1.4843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3047   -0.5637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8831   -0.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0772    1.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3298    1.4843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695   -0.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2650    1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5052    2.3047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2066   -0.5637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0438   -2.1858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6158   -0.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0501   -4.8538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0773   -4.5532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4927    0.6701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1418   -0.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2025    3.0187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3298   -0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570   -2.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4634   -1.3152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9665    0.2567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0438    0.2567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6158   -2.1858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9790    1.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8768   -2.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570   -1.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7703   -2.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4634   -2.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7829   -1.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0062    1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4279   -0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8558   -0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6929    1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9665    2.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2922    1.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2922    2.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6096   -1.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3632   -1.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5783    3.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4007    1.9165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6929    3.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3944    2.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2 26  1  0
  3  9  1  0
  4  3  1  0
  5 13  1  0
  6 16  1  0
  7 23  1  0
  8  6  1  0
  9  1  1  0
 10  7  1  0
 11  5  1  0
 12  1  1  0
 13  8  1  0
 13 14  1  1
 15 17  1  0
 16 10  1  0
 17 11  1  0
 18 24  1  0
 19 21  1  0
 20 14  1  0
 21 45  1  0
 22 15  1  0
 23 12  1  0
 24 19  1  0
 25  4  1  0
 26 49  1  0
 27 48  1  0
 28  2  2  0
 29  1  2  0
 30  4  2  0
 31  5  2  0
 32  6  2  0
 33  7  2  0
 16 34  1  6
 35 15  2  0
 36 18  2  0
 17 37  1  6
 25 38  1  1
 39 20  2  0
 40 21  2  0
 41 27  2  0
 24 42  1  6
 43  2  1  0
 44  2  1  0
 45 22  1  0
  9 46  1  6
 47 20  1  0
 48 42  1  0
 49 57  1  0
 50 34  1  0
 51 25  1  0
 52 18  1  0
 53 27  1  0
 54 38  1  0
 55 50  2  0
 56 50  1  0
 57 56  2  0
 58 55  1  0
 59 37  1  0
 23 60  1  1
 61 46  1  0
 62 46  1  0
 63 54  2  0
 64 54  1  0
 65 60  1  0
 66 65  1  0
 67 59  1  0
 68 59  1  0
 69 66  1  0
 70 63  1  0
 71 64  2  0
 72 71  1  0
 49 58  2  0
 72 70  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2371862

   H-Phe-Val-Nle-Tyr(PO3H2)-Asn-Leu-Gly-Glu-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: 1034.07

Molecular Weight (Monoisotopic): 1033.4522

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

References

1. Imhof D, Wieligmann K, Hampel K, Nothmann D, Zoda MS, Schmidt-Arras D, Zacharias M, Böhmer FD, Reissmann S..  (2005)  Design and biological evaluation of linear and cyclic phosphopeptide ligands of the N-terminal SH2 domain of protein tyrosine phosphatase SHP-1.,  48  (5): [PMID:15743195] [10.1021/jm049151t]

Source

Source(1):

• Scientific Literature