(3S,6S,9S,12S,15S)-6,15-bis(4-aminobutyl)-1-((S)-1-((2S,5S,8S,11S,14S,17S,20S,23S)-23,27-diamino-2,5,14-tris(4-aminobutyl)-11,20-diisobutyl-8,17-dimethyl-4,7,10,13,16,19,22-heptaoxo-3,6,9,12,15,18,21-heptaazaheptacosane)pyrrolidin-2-yl)-3,9-diisobutyl-12-methyl-1,4,7,10,13-pentaoxo-2,5,8,11,14-pentaazahexadecan-16-oic acid

ID: ALA4746494

PubChem CID: 162648474

Max Phase: Preclinical

Molecular Formula: C74H140N20O15

Molecular Weight: 1550.06

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@H](CCCCN)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](N)CCCCN)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)O

Standard InChI:  InChI=1S/C74H140N20O15/c1-43(2)39-56(90-64(98)50(81)25-12-18-32-75)68(102)82-47(9)62(96)86-52(27-14-20-34-77)66(100)91-57(40-44(3)4)69(103)83-48(10)61(95)85-51(26-13-19-33-76)65(99)88-54(29-16-22-36-79)73(107)94-38-24-31-60(94)72(106)93-59(42-46(7)8)71(105)87-53(28-15-21-35-78)67(101)92-58(41-45(5)6)70(104)84-49(11)63(97)89-55(74(108)109)30-17-23-37-80/h43-60H,12-42,75-81H2,1-11H3,(H,82,102)(H,83,103)(H,84,104)(H,85,95)(H,86,96)(H,87,105)(H,88,99)(H,89,97)(H,90,98)(H,91,100)(H,92,101)(H,93,106)(H,108,109)/t47-,48-,49-,50-,51-,52-,53-,54-,55-,56-,57-,58-,59-,60-/m0/s1

Standard InChI Key:  PLAOASRBHAQEFT-YCTCJDRNSA-N

Molfile:  

 
     RDKit          2D

109109  0  0  0  0  0  0  0  0999 V2000
    4.8233  -20.4237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5622  -20.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9067  -18.7753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6041  -19.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2515  -20.4939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9806  -20.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6800  -20.5721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4120  -20.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1121  -20.6516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3370  -18.8497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3793  -18.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8209  -18.0976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1223  -17.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6900  -17.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7323  -16.7476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0458  -16.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4742  -16.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1642  -16.8275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9059  -16.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2575  -15.1842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6057  -16.9013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9478  -15.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6901  -15.2507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7319  -14.4321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1704  -14.5056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4703  -14.0507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0417  -13.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0844  -13.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3985  -12.7094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4410  -11.8773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7513  -11.4298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5119  -13.2364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2546  -12.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6105  -11.5935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2964  -12.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9547  -13.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6864  -12.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3823  -13.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7282  -12.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0389  -11.6595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0806  -10.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5235  -10.9148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3949  -10.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8234  -10.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8652   -9.6414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6077   -9.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9638   -7.9985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6495   -8.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3079   -9.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0353   -9.3439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7356   -9.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4671   -9.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1632   -9.8744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3922   -8.0646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4339   -7.2462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8768   -7.3198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1764   -6.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7439   -6.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7863   -5.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1007   -5.5233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1432   -4.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4574   -4.2481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6232   -6.7464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6113   -5.9214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3172   -5.4946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0432   -5.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7331   -4.6412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7490   -5.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0550   -6.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7812   -7.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7932   -7.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4871   -6.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4710   -5.8688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1811   -5.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9190   -6.6700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9031   -5.8406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1649   -4.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8708   -4.1903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8550   -3.3609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5648   -2.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5489   -2.1092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6131   -5.4140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3349   -5.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0246   -4.5645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0408   -5.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3510   -6.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0730   -7.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0890   -7.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7830   -6.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7669   -5.7882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4728   -5.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2107   -6.5891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4568   -4.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1948   -5.7598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9049   -5.3332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6268   -5.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0586   -5.7075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3325   -5.3089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6427   -6.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3647   -6.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3808   -7.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1068   -8.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1187   -9.0121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3208   -4.4798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2143   -6.0485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8675   -5.5632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6077   -4.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7939   -4.8008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5510   -5.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4 10  1  0
 13 18  1  0
 22 23  1  0
 26 32  1  0
 35 40  1  0
 44 45  1  0
 48 54  1  0
 57105  1  0
 64 65  1  0
 68 73  1  0
 76 82  1  0
 85 90  1  0
 94 95  1  0
 98104  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
 11 10  1  1
 11 13  1  0
 13 12  2  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 18 19  1  0
 19 22  1  0
 22 20  2  0
 19 21  1  6
 24 23  1  1
 24 26  1  0
 26 25  2  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 33 32  1  6
 33 35  1  0
 35 34  2  0
 33 36  1  0
 36 37  1  0
 37 38  1  0
 37 39  1  0
 40 41  1  0
 41 44  1  0
 44 42  2  0
 41 43  1  1
 46 45  1  6
 46 48  1  0
 48 47  2  0
 46 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 55 54  1  1
 55 57  1  0
 57 56  2  0
 55 58  1  0
 58 59  1  0
 59 60  1  0
 60 61  1  0
 61 62  1  0
106 64  1  1
 64 63  2  0
 65 66  1  0
 66 68  1  0
 68 67  2  0
 66 69  1  6
 69 70  1  0
 70 71  1  0
 70 72  1  0
 73 74  1  0
 74 76  1  0
 76 75  2  0
 74 77  1  1
 77 78  1  0
 78 79  1  0
 79 80  1  0
 80 81  1  0
 82 83  1  0
 83 85  1  0
 85 84  2  0
 83 86  1  6
 86 87  1  0
 87 88  1  0
 87 89  1  0
 90 91  1  0
 91 94  1  0
 94 92  2  0
 91 93  1  1
 95 96  1  0
 96 98  1  0
 98 97  2  0
 96 99  1  6
 99100  1  0
100101  1  0
101102  1  0
102103  1  0
105106  1  0
106107  1  0
107108  1  0
108109  1  0
109105  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4746494

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 1550.06

Molecular Weight (Monoisotopic): 1549.0807

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. Hyun S,Choi Y,Jo D,Choo S,Park TW,Park SJ,Kim S,Lee S,Park S,Jin SM,Cheon DH,Yoo W,Arya R,Chong YP,Kim KK,Kim YS,Lee Y,Yu J.  (2020)  Proline Hinged Amphipathic α-Helical Peptide Sensitizes Gram-Negative Bacteria to Various Gram-Positive Antibiotics.,  63  (23): [PMID:33205989] [10.1021/acs.jmedchem.0c01506]

Source

Source(1):

• Scientific Literature