(2S)-2,6-diamino-N-((5S,11S,14S,17S,20S,23S,26S)-11,20,23-tris((1H-indol-3-yl)methyl)-1,30-diamino-14,17-bis(4-aminobutyl)-8-benzhydryl-5-carbamoyl-7,10,13,16,19,22,25-heptaoxo-6,9,12,15,18,21,24-heptaazatriacontan-26-yl)hexanamide

ID: ALA5267172

Max Phase: Preclinical

Molecular Formula: C78H106N18O9

Molecular Weight: 1439.82

Names and Identifiers

Canonical SMILES:  NCCCC[C@H](NC(=O)C(NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](N)CCCCN)C(c1ccccc1)c1ccccc1)C(N)=O

Standard InChI:  InChI=1S/C78H106N18O9/c79-38-18-13-30-57(84)71(98)90-62(35-15-20-40-81)73(100)93-66(44-52-47-87-59-32-11-8-28-55(52)59)76(103)95-65(43-51-46-86-58-31-10-7-27-54(51)58)75(102)92-63(36-16-21-41-82)72(99)91-64(37-17-22-42-83)74(101)94-67(45-53-48-88-60-33-12-9-29-56(53)60)77(104)96-69(78(105)89-61(70(85)97)34-14-19-39-80)68(49-23-3-1-4-24-49)50-25-5-2-6-26-50/h1-12,23-29,31-33,46-48,57,61-69,86-88H,13-22,30,34-45,79-84H2,(H2,85,97)(H,89,105)(H,90,98)(H,91,99)(H,92,102)(H,93,100)(H,94,101)(H,95,103)(H,96,104)/t57-,61-,62-,63-,64-,65-,66-,67-,69?/m0/s1

Standard InChI Key:  GGAKLYWEFZCVIT-NIEMNNIISA-N

Molfile:  

 
     RDKit          2D

105112  0  0  0  0  0  0  0  0999 V2000
    2.8303   -5.7550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5412   -5.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2600   -6.5705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2580   -5.7450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5379   -4.5129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2488   -4.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2428   -3.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9564   -2.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9504   -2.0278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9676   -5.3284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6844   -5.7389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3920   -4.4969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3952   -5.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6916   -6.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4084   -6.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4104   -7.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1272   -8.2040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1291   -9.0295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1121   -5.7289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8298   -5.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5498   -6.5456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5425   -5.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8238   -4.4869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2884   -4.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5346   -4.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8354   -3.7875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6147   -3.2531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4203   -3.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6706   -2.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1180   -1.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3097   -1.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0580   -2.6381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2574   -5.3036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9702   -5.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6778   -4.4708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6851   -5.2936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9762   -6.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4451   -6.6093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6930   -6.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0031   -7.2161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7822   -7.7630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5927   -7.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8520   -8.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2995   -9.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4932   -9.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2378   -8.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3966   -5.7068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1114   -5.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8344   -6.5236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8324   -5.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1054   -4.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8192   -4.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8173   -3.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5281   -2.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5248   -1.9810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5420   -5.2816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2588   -5.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9676   -4.4460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9696   -5.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2620   -6.5136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9788   -6.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9848   -7.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7016   -8.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7035   -8.9826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6864   -5.6820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3973   -5.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1201   -6.4988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1141   -5.6720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3940   -4.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8598   -4.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1049   -4.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4111   -3.7366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1863   -3.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9946   -3.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2463   -2.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6884   -1.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8841   -1.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6324   -2.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8279   -5.2555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5447   -5.6660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2523   -4.4239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5477   -6.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2595   -5.2468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9723   -5.6560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6858   -5.2407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4058   -6.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3987   -5.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6799   -4.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3947   -3.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3874   -3.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0984   -2.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0921   -1.9297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1134   -5.2307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8323   -7.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2588   -7.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1220   -6.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4071   -7.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3981   -8.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1098   -8.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8259   -8.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2561   -8.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9664   -8.5360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6791   -8.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6772   -7.3010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9664   -6.8911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4 10  1  0
 13 19  1  0
 22 33  1  0
 36 47  1  0
 50 56  1  0
 59 65  1  0
 68 79  1  0
 83 84  1  0
 87 93  1  0
  1  2  1  0
  2  4  1  0
  4  3  2  0
  2  5  1  1
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 10 11  1  0
 11 13  1  0
 13 12  2  0
 11 14  1  6
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 19 20  1  0
 20 22  1  0
 22 21  2  0
 20 23  1  1
 23 25  1  0
 24 25  2  0
 25 27  1  0
 26 24  1  0
 28 26  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
 33 34  1  0
 34 36  1  0
 36 35  2  0
 34 37  1  6
 37 39  1  0
 38 39  2  0
 39 41  1  0
 40 38  1  0
 42 40  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  2  0
 46 41  1  0
 47 48  1  0
 48 50  1  0
 50 49  2  0
 48 51  1  1
 51 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 56 57  1  0
 57 59  1  0
 59 58  2  0
 57 60  1  6
 60 61  1  0
 61 62  1  0
 62 63  1  0
 63 64  1  0
 65 66  1  0
 66 68  1  0
 68 67  2  0
 66 69  1  1
 69 71  1  0
 70 71  2  0
 71 73  1  0
 72 70  1  0
 74 72  1  0
 73 74  2  0
 74 75  1  0
 75 76  2  0
 76 77  1  0
 77 78  2  0
 78 73  1  0
 79 80  1  0
 80 83  1  0
 83 81  2  0
 80 82  1  0
 84 85  1  0
 85 87  1  0
 87 86  2  0
 85 88  1  1
 88 89  1  0
 89 90  1  0
 90 91  1  0
 91 92  1  0
 82 94  1  0
 82 95  1  0
 94 96  2  0
 96 97  1  0
 97 98  2  0
 98 99  1  0
 99100  2  0
100 94  1  0
 95101  2  0
101102  1  0
102103  2  0
103104  1  0
104105  2  0
105 95  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5267172

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 1439.82

Molecular Weight (Monoisotopic): 1438.8390

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. Haug BE, Camilio KA, Eliassen LT, Stensen W, Svendsen JS, Berg K, Mortensen B, Serin G, Mirjolet JF, Bichat F, Rekdal Ø..  (2016)  Discovery of a 9-mer Cationic Peptide (LTX-315) as a Potential First in Class Oncolytic Peptide.,  59  (7): [PMID:26982623] [10.1021/acs.jmedchem.5b02025]

Source

Source(1):

• Scientific Literature