(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[2-[[(2S)-2-acetamido-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]-5-guanidino-pentanoyl]amino]-6-amino-hexanoyl]amino]-6-amino-hexanoyl]amino]-5-guanidino-pentanoyl]amino]-5-guanidino-pentanoyl]amino]-5-amino-5-oxo-pentanoyl]amino]-5-guanidino-pentanoyl]amino]-5-guanidino-pentanoyl]amino]-5-guanidino-pentanoic acid

ID: ALA4460318

PubChem CID: 155527708

Max Phase: Preclinical

Molecular Formula: C66H120N32O15

Molecular Weight: 1601.90

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CC(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)NCC(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O

Standard InChI: InChI=1S/C66H120N32O15/c1-36(99)89-48(34-37-20-22-38(100)23-21-37)51(103)88-35-50(102)90-39(14-6-28-82-61(70)71)52(104)91-40(12-2-4-26-67)53(105)92-41(13-3-5-27-68)54(106)93-42(15-7-29-83-62(72)73)55(107)94-44(17-9-31-85-64(76)77)57(109)97-46(24-25-49(69)101)59(111)96-43(16-8-30-84-63(74)75)56(108)95-45(18-10-32-86-65(78)79)58(110)98-47(60(112)113)19-11-33-87-66(80)81/h20-23,39-48,100H,2-19,24-35,67-68H2,1H3,(H2,69,101)(H,88,103)(H,89,99)(H,90,102)(H,91,104)(H,92,105)(H,93,106)(H,94,107)(H,95,108)(H,96,111)(H,97,109)(H,98,110)(H,112,113)(H4,70,71,82)(H4,72,73,83)(H4,74,75,84)(H4,76,77,85)(H4,78,79,86)(H4,80,81,87)/t39-,40-,41-,42-,43-,44-,45-,46-,47-,48-/m0/s1

Standard InChI Key: KCOCSMJHYWWEFQ-BHEJXMHWSA-N

Molfile:

 
     RDKit          2D

113113  0  0  0  0  0  0  0  0999 V2000
    3.8039  -19.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8027  -20.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5108  -20.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2204  -20.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2176  -19.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5090  -19.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0947  -20.7947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9238  -19.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6330  -19.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3392  -19.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0484  -19.5529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3361  -18.3298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6361  -20.3754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3453  -20.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3484  -21.5985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0515  -20.3701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7546  -19.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4638  -19.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1700  -19.1363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4669  -20.3647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8792  -19.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5854  -19.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2947  -19.5369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5823  -18.3138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8823  -20.3594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1762  -20.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1792  -21.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4731  -21.9991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4762  -22.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7700  -23.2276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1854  -23.2222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0008  -19.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7101  -19.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4162  -19.1203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7131  -20.3487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9977  -18.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7039  -17.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7008  -17.0800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4070  -16.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4039  -15.8516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1255  -19.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8316  -19.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5409  -19.5209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8286  -18.2978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1285  -20.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4224  -20.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4255  -21.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7193  -21.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7224  -22.8003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2470  -19.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9563  -19.5156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6624  -19.1043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9594  -20.3327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2440  -18.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9501  -17.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9470  -17.0640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6532  -16.6527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6501  -15.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3563  -15.4243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9409  -15.4296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3717  -19.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0779  -19.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7871  -19.5049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0748  -18.2818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3748  -20.3274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6686  -20.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6717  -21.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9655  -21.9671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9686  -22.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2624  -23.1956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6778  -23.1902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4933  -19.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2025  -19.4995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9087  -19.0883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2056  -20.3167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4902  -18.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7809  -17.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7779  -17.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0686  -16.6474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4840  -16.6421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6179  -19.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3241  -19.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0333  -19.4889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3210  -18.2658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6210  -20.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3302  -20.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3333  -21.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0426  -21.9404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0456  -22.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7549  -23.1635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3395  -23.1689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7395  -19.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4487  -19.4835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1549  -19.0723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4518  -20.3007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7364  -18.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4426  -17.8492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4395  -17.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1456  -16.6207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1426  -15.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8487  -15.3923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4333  -15.3976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8641  -19.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5703  -19.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2795  -19.4729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5672  -18.2498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8672  -20.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5765  -20.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5795  -21.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2888  -21.9244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2919  -22.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0011  -23.1475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5857  -23.1529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  9 13  1  1
 13 14  1  0
 14 15  1  0
 14 16  2  0
 11 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 21 25  1  6
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 23 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 32 36  1  1
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 34 41  1  0
 41 42  1  0
 42 43  1  0
 42 44  2  0
 41 45  1  6
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 43 50  1  0
 50 51  1  0
 51 52  1  0
 51 53  2  0
 50 54  1  1
 54 55  1  0
 55 56  1  0
 56 57  1  0
 57 58  1  0
 58 59  1  0
 58 60  2  0
 52 61  1  0
 61 62  1  0
 62 63  1  0
 62 64  2  0
 61 65  1  6
 65 66  1  0
 66 67  1  0
 67 68  1  0
 68 69  1  0
 69 70  1  0
 69 71  2  0
 63 72  1  0
 72 73  1  0
 73 74  1  0
 73 75  2  0
 72 76  1  1
 76 77  1  0
 77 78  1  0
 78 79  1  0
 78 80  2  0
 74 81  1  0
 81 82  1  0
 82 83  1  0
 82 84  2  0
 81 85  1  6
 85 86  1  0
 86 87  1  0
 87 88  1  0
 88 89  1  0
 89 90  1  0
 89 91  2  0
 83 92  1  0
 92 93  1  0
 93 94  1  0
 93 95  2  0
 92 96  1  1
 96 97  1  0
 97 98  1  0
 98 99  1  0
 99100  1  0
100101  1  0
100102  2  0
 94103  1  0
103104  1  0
104105  1  0
104106  2  0
103107  1  6
107108  1  0
108109  1  0
109110  1  0
110111  1  0
111112  1  0
111113  2  0
M  END

Associated Targets(non-human)

Candida albicans (78123 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Staphylococcus aureus (210822 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Escherichia coli (133304 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Pseudomonas aeruginosa (123386 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

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: 1601.90	Molecular Weight (Monoisotopic): 1600.9611	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. Patel KD, De Zoysa GH, Kanamala M, Patel K, Pilkington LI, Barker D, Reynisson J, Wu Z, Sarojini V.. (2020) Novel Cell-Penetrating Peptide Conjugated Proteasome Inhibitors: Anticancer and Antifungal Investigations., 63 (1): [PMID:31801019] [10.1021/acs.jmedchem.9b01694]
2. Patel KD, Mohid SA, Dutta A, Arichthota S, Bhunia A, Haldar D, Sarojini V.. (2021) Synthesis and antibacterial study of cell-penetrating peptide conjugated trifluoroacetyl and thioacetyl lysine modified peptides., 219 [PMID:33892275] [10.1016/j.ejmech.2021.113447]

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source