Polymyxin B Octapeptide

ID: ALA1091679

PubChem CID: 197466

Max Phase: Preclinical

Molecular Formula: C39H67N13O9

Molecular Weight: 862.05

Molecule Type: Protein

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CC(C)C[C@@H]1NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](CCN)NC(=O)[C@@H](NC(=O)[C@@H](N)CCN)CCNC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CCN)NC(=O)[C@H](CCN)NC1=O

Standard InChI: InChI=1S/C39H67N13O9/c1-21(2)19-29-37(59)49-25(10-15-41)33(55)48-27(12-17-43)36(58)52-31(22(3)53)39(61)45-18-13-28(46-32(54)24(44)9-14-40)35(57)47-26(11-16-42)34(56)51-30(38(60)50-29)20-23-7-5-4-6-8-23/h4-8,21-22,24-31,53H,9-20,40-44H2,1-3H3,(H,45,61)(H,46,54)(H,47,57)(H,48,55)(H,49,59)(H,50,60)(H,51,56)(H,52,58)/t22-,24+,25+,26+,27+,28+,29+,30-,31+/m1/s1

Standard InChI Key: BOPAWKIVABDUQR-WQNIAGAXSA-N

Molfile:

     RDKit          2D

 62 63  0  0  0  0  0  0  0  0999 V2000
    6.5802  -19.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1537  -19.2294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2806  -18.7544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8582  -18.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6019  -20.0074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8323  -17.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5108  -16.7232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5326  -17.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0077  -19.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4614  -20.9941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0437  -18.0490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8906  -18.4065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9997  -19.7017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1666  -20.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5881  -20.5519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7552  -17.9355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3172  -18.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7264  -19.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1861  -17.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3110  -20.9494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0288  -18.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9416  -21.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6129  -18.0111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7482  -18.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8802  -20.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0189  -20.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4596  -18.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9634  -20.8035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1513  -19.7555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2954  -19.2684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4268  -19.7393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3243  -17.8977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3250  -21.7753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2079  -17.1491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6347  -17.1868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2196  -22.0148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4705  -18.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7114  -19.5882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6896  -20.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7458  -20.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4378  -19.1929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8887  -21.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3610  -16.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4787  -22.1458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8688  -19.2308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1749  -18.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7558  -21.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1424  -19.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3786  -15.9714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0655  -17.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1531  -19.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9055  -18.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7876  -16.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1007  -15.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8094  -16.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4739  -21.6386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6106  -22.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6190  -23.0539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8775  -22.5384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7062  -22.5430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4592  -23.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0530  -22.3542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  3  1  6
  1  3  1  0
 11 24  1  0
 12 19  1  0
 13 26  1  0
 14 10  1  0
 15 25  1  0
 16 21  1  0
 17 11  1  0
 18 13  1  0
 19 27  1  0
 20 15  1  0
 21  9  1  0
 23 17  1  0
 24 18  1  0
 25 14  1  0
 26 20  1  0
 27 16  1  0
  9 38  1  0
 28 22  1  0
 29 14  2  0
 30 17  2  0
 31 18  2  0
 32 21  2  0
 33 20  2  0
 34 19  2  0
 23 35  1  6
 36 22  2  0
 24 37  1  1
 38 39  1  0
 39 28  1  0
 26 40  1  1
 27 41  1  6
 25 42  1  1
 43 35  1  0
 44 47  1  0
 45 48  1  0
 46 37  1  0
 47 40  1  0
 48 41  1  0
 49 43  1  0
 50 43  2  0
 51 46  1  0
 52 46  1  0
 53 50  1  0
 54 49  2  0
 55 53  2  0
 12 23  1  0
 54 55  1  0
  4  2  1  1
 10 56  1  0
  4  1  1  0
 42 57  1  0
  5  1  2  0
 57 58  1  0
 22 56  1  0
  4  6  1  0
 56 59  1  0
  7  8  1  0
 59 60  1  6
  8  6  1  0
 59 61  1  0
 56 62  1  6
M  END

Associated Targets(non-human)

Lipopolysaccharide (LPS) (376 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

Escherichia coli (133304 Activities)

Explore this target

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

Salmonella enterica (1497 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: Protein	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: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 862.05	Molecular Weight (Monoisotopic): 861.5185	AlogP: -5.71	#Rotatable Bonds: 15
Polar Surface Area: 383.13	Molecular Species: BASE	HBA: 14	HBD: 14
#RO5 Violations: 3	HBA (Lipinski): 22	HBD (Lipinski): 19	#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.70	CX Basic pKa: 10.17	CX LogP: -7.48	CX LogD: -16.02
Aromatic Rings: 1	Heavy Atoms: 61	QED Weighted: 0.08	Np Likeness Score: 0.81

References

1. Velkov T, Thompson PE, Nation RL, Li J.. (2010) Structure--activity relationships of polymyxin antibiotics., 53 (5): [PMID:19874036] [10.1021/jm900999h]
2. Velkov T, Thompson PE, Nation RL, Li J.. (2010) Structure--activity relationships of polymyxin antibiotics., 53 (5): [PMID:19874036] [10.1021/jm900999h]

Polymyxin B Octapeptide

Names and Identifiers

Alternative Forms

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source