KRAPKLGQIGRAKRVVI

ID: ALA2335474

PubChem CID: 71654548

Max Phase: Preclinical

Molecular Formula: C84H156N30O19

Molecular Weight: 1890.36

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCCN)NC(=O)[C@H](C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](CCC(N)=O)NC(=O)CNC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@@H]1CCCN1C(=O)[C@H](C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](N)CCCCN)[C@@H](C)CC)C(C)C)C(C)C)C(=O)O

Standard InChI:  InChI=1S/C84H156N30O19/c1-13-47(9)65(112-75(126)57(32-33-60(89)115)104-61(116)42-99-69(120)58(41-44(3)4)109-73(124)54(27-17-20-36-87)108-76(127)59-31-24-40-114(59)80(131)50(12)102-71(122)55(29-22-38-97-83(92)93)106-68(119)51(88)25-15-18-34-85)77(128)100-43-62(117)103-52(28-21-37-96-82(90)91)70(121)101-49(11)67(118)105-53(26-16-19-35-86)72(123)107-56(30-23-39-98-84(94)95)74(125)110-63(45(5)6)78(129)111-64(46(7)8)79(130)113-66(81(132)133)48(10)14-2/h44-59,63-66H,13-43,85-88H2,1-12H3,(H2,89,115)(H,99,120)(H,100,128)(H,101,121)(H,102,122)(H,103,117)(H,104,116)(H,105,118)(H,106,119)(H,107,123)(H,108,127)(H,109,124)(H,110,125)(H,111,129)(H,112,126)(H,113,130)(H,132,133)(H4,90,91,96)(H4,92,93,97)(H4,94,95,98)/t47-,48-,49-,50-,51-,52-,53-,54-,55-,56-,57-,58-,59-,63-,64-,65-,66-/m0/s1

Standard InChI Key:  FCDASIISGHHHHY-YHPXCVFHSA-N

Molfile:  

     RDKit          2D

133133  0  0  0  0  0  0  0  0999 V2000
    3.3250   -2.3978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3853   -3.2206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8140   -3.1152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1319   -3.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7073   -3.6891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7676   -4.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0854   -4.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3430   -4.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2786   -3.7946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7837   -4.5457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4657   -4.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4055   -3.2586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2082   -4.4402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1921   -4.4022    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9346   -4.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3168   -6.0480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9990   -5.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6167   -4.2967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3591   -4.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0413   -4.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7414   -5.9425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8017   -6.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2262   -6.6557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1195   -7.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5441   -7.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6086   -7.9469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2583   -8.4210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9940   -7.2236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9940   -8.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2575   -9.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9682   -8.5780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3652   -9.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7102   -8.4611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4222   -8.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1384   -9.2861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1384   -8.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4222   -7.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1384   -6.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1384   -5.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8504   -5.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8504   -4.7486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8504   -8.0486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5666   -8.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2785   -7.2236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2785   -8.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5666   -9.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2785   -9.6986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2785  -10.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9948   -9.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9948   -8.4611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7109   -8.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4229   -9.2861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4229   -8.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1391   -8.0486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8511   -8.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5672   -7.2236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5672   -8.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8511   -9.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5672   -9.6986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5672  -10.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2834  -10.9361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8511  -10.9361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2834   -8.4611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9954   -8.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7116   -9.2861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7116   -8.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9954   -7.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7116   -6.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2834   -6.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2834   -5.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4236   -8.0486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1398   -8.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8560   -7.2236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8560   -8.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7124   -5.5736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7124   -4.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9962   -4.3361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4286   -4.3361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5680   -8.4611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2842   -8.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9962   -9.2861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9962   -8.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2842   -7.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9962   -6.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9962   -5.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7124   -8.0486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4286   -8.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1406   -7.2236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4286   -9.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1406   -8.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8568   -8.4611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5688   -8.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2850   -9.2861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2850   -8.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5688   -7.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2850   -6.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2850   -5.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0011   -5.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0011   -4.7486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1413  -10.9361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1413  -11.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4293  -12.1735    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8575  -12.1735    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0011   -8.0486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7132   -8.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4293   -7.2236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4293   -8.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7132   -9.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4293   -9.6986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4293  -10.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1413   -8.4611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8575   -8.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5695   -9.2861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5695   -8.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8575   -7.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5695   -6.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1413   -6.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2856   -8.0486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0019   -8.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7138   -7.2236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7138   -8.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0019   -9.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7138   -9.6986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2856   -9.6986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4300   -8.4611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1421   -8.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8582   -9.2861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.8582   -8.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1421   -7.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8582   -6.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4300   -6.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4300   -5.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5744   -8.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4 14  1  0
 17 21  1  0
 25 26  1  0
 29 33  1  0
 36 42  1  0
 45 50  1  0
 53 54  1  0
 57 63  1  0
 66 71  1  0
 74 79  1  0
 82 86  1  0
 90 91  1  0
 94104  1  0
107111  1  0
114118  1  0
121125  1  0
128133  1  0
  2  1  1  6
  2  4  1  0
  4  3  2  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 15 14  1  1
 15 17  1  0
 17 16  2  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 10  1  0
 21 22  1  0
 22 25  1  0
 25 23  2  0
 22 24  1  6
 26 27  1  0
 27 29  1  6
 29 28  2  0
 27 30  1  0
 31 32  1  0
 32 30  1  0
 31 26  1  0
 33 34  1  0
 34 36  1  0
 36 35  2  0
 34 37  1  1
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 42 43  1  0
 43 45  1  0
 45 44  2  0
 43 46  1  6
 46 47  1  0
 47 48  1  0
 47 49  1  0
 50 51  1  0
 51 53  1  0
 53 52  2  0
 54 55  1  0
 55 57  1  0
 57 56  2  0
 55 58  1  6
 58 59  1  0
 59 60  1  0
 60 61  2  0
 60 62  1  0
 63 64  1  0
 64 66  1  1
 66 65  2  0
 64 67  1  0
 67 68  1  6
 67 69  1  0
 69 70  1  0
 71 72  1  0
 72 74  1  0
 74 73  2  0
 75 76  1  0
 76 77  1  0
 76 78  2  0
 79 80  1  0
 80 82  1  0
 82 81  2  0
 80 83  1  1
 83 84  1  0
 84 85  1  0
 85 75  1  0
 86 87  1  0
 87 90  1  0
 90 88  2  0
 87 89  1  6
 91 92  1  0
 92 94  1  0
 94 93  2  0
 92 95  1  1
 95 96  1  0
 96 97  1  0
 97 98  1  0
 98 99  1  0
100101  1  0
101102  1  0
101103  2  0
104105  1  0
105107  1  0
107106  2  0
105108  1  6
108109  1  0
109110  1  0
110100  1  0
111112  1  0
112114  1  0
114113  2  0
112115  1  1
115116  1  0
115117  1  0
118119  1  0
119121  1  0
121120  2  0
119122  1  6
122123  1  0
122124  1  0
125126  1  0
126128  1  1
128127  2  0
126129  1  0
129130  1  6
129131  1  0
131132  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2335474

   H-Lys-Arg-Ala-Pro-Lys-Leu-Gly-Gln-Ile-Gly-Arg-Ala-Lys-Arg-Val-Val-Ile-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: 1890.36

Molecular Weight (Monoisotopic): 1889.2163

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. Gomez-Monterrey I, Sala M, Rusciano MR, Monaco S, Maione AS, Iaccarino G, Tortorella P, D'Ursi AM, Scrima M, Carotenuto A, De Rosa G, Bertamino A, Vernieri E, Grieco P, Novellino E, Illario M, Campiglia P..  (2013)  Characterization of a selective CaMKII peptide inhibitor.,  62  [PMID:23395965] [10.1016/j.ejmech.2012.12.053]

Source

Source(1):

• Scientific Literature