Thiomuracin A

ID: ALA4535755

PubChem CID: 155547812

Max Phase: Preclinical

Molecular Formula: C61H53N15O13S6

Molecular Weight: 1396.59

Molecule Type: Unknown

Associated Items:

Bioactivity Summary Target Summary Assay Summary

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES: C=C(NC(=O)C(=C)NC(=O)c1csc(-c2ccc3c(n2)-c2csc(n2)-c2csc(n2)[C@@H]2[C@@H](C)[C@@H](O)CN2C(=O)CNC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)c2csc(n2)[C@H]([C@H](O)c2ccccc2)NC(=O)c2nc(sc2C)[C@H](CC(N)=O)NC(=O)c2csc-3n2)n1)C(=O)O

Standard InChI: InChI=1S/C61H53N15O13S6/c1-25-41(78)19-76-43(80)18-63-50(83)34(16-29-10-12-31(77)13-11-29)67-52(85)39-23-93-59(72-39)46(48(81)30-8-6-5-7-9-30)74-54(87)44-28(4)95-58(75-44)35(17-42(62)79)68-53(86)38-21-90-55(70-38)32-14-15-33(66-45(32)36-20-91-57(69-36)40-24-94-60(73-40)47(25)76)56-71-37(22-92-56)51(84)64-26(2)49(82)65-27(3)61(88)89/h5-15,20-25,34-35,41,46-48,77-78,81H,2-3,16-19H2,1,4H3,(H2,62,79)(H,63,83)(H,64,84)(H,65,82)(H,67,85)(H,68,86)(H,74,87)(H,88,89)/t25-,34-,35-,41-,46-,47-,48+/m0/s1

Standard InChI Key: VSAJLUDXWBKCQP-NABRQZAISA-N

Molfile:

 
     RDKit          2D

 97107  0  0  0  0  0  0  0  0999 V2000
    5.0042   -8.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8292   -8.7541    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0859   -7.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4167   -7.4833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7516   -7.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8705   -7.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5372   -8.2024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2054   -7.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9516   -6.9333    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.1265   -6.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9883   -7.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2422   -8.7573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0672   -8.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3232   -7.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6564   -7.4884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6500   -9.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2362  -10.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4750   -9.4681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6474  -10.8956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2336  -11.6093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4086  -11.6079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9691   -7.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7982   -6.9098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0144   -6.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4006   -7.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5760   -8.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3596   -8.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5314   -9.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9814   -9.6938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3962  -10.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2027  -10.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2862   -9.4122    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0631  -11.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2428  -11.2506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5501  -11.8276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3475  -12.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9541  -13.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0783  -14.3539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8920  -14.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2733  -13.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6952  -13.1702    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2597  -15.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8041  -15.9167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0832  -15.2797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8096  -14.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3623  -14.6428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8050  -15.3339    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.6038  -15.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6546  -14.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8871  -14.0016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3506  -13.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0822  -14.2425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6448  -12.3245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2310  -13.0383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4698  -12.3260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8836  -11.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7057  -11.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1194  -10.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7081  -10.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8789  -10.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4689  -10.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1210   -9.4735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0892  -13.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5508  -13.0628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3381  -13.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5414  -14.0743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9221  -14.4428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6575   -6.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1081   -7.7202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8429   -5.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3986   -5.2340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9861   -4.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1790   -4.6911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0929   -5.5116    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.9666  -15.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4042  -16.1542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5583  -15.9499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3419  -16.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9244  -17.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7222  -17.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9343  -16.3152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3502  -15.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8042  -13.8958    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3216   -3.7659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1422   -3.6797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8367   -3.0984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4778   -2.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2982   -2.8398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9929   -2.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7831   -3.5073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6338   -2.0861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4543   -1.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7899   -1.2463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9392   -2.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6103   -1.1601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3050   -0.5789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7708   -7.1709    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10  6  2  0
  3  6  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 11  1  0
  8 11  1  0
 12 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
  5 22  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 28  1  0
 27 28  1  0
 30 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 37  1  0
 39 42  1  0
 42 43  2  0
 42 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  2  0
 49 50  1  0
 50 46  2  0
 49 51  1  0
 51 52  2  0
 51 54  1  0
 20 53  1  0
 53 54  1  0
 53 55  1  6
 55 56  1  0
 56 57  2  0
 57 58  1  0
 58 59  2  0
 59 60  1  0
 60 61  2  0
 61 56  1  0
 59 62  1  0
 40 63  1  0
 36 64  1  6
 64 65  1  0
 65 66  1  0
 65 67  2  0
 15 68  1  1
 14 69  1  1
 24 70  1  0
 70 71  2  0
 71 72  1  0
 72 73  2  0
 73 74  1  0
 74 70  1  0
 45 75  1  0
 75 76  1  1
 75 77  1  0
 77 78  2  0
 78 79  1  0
 79 80  2  0
 80 81  1  0
 81 82  2  0
 82 77  1  0
 45 83  1  1
 72 84  1  0
 84 85  1  0
 84 86  2  0
 85 87  1  0
 87 88  1  0
 87 89  2  0
 88 90  2  0
 88 91  1  0
 91 92  1  0
 92 93  1  0
 92 94  2  0
 93 95  1  0
 93 96  2  0
 11 97  1  1
M  END

Associated Targets(non-human)

Enterococcus faecalis (29875 Activities)

Explore this target

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

Enterococcus faecium (13803 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

Streptococcus pyogenes (16140 Activities)

Explore this target

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

Clostridioides difficile (2968 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: 1396.59	Molecular Weight (Monoisotopic): 1395.2272	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. LaMarche MJ, Leeds JA, Brewer J, Dean K, Ding J, Dzink-Fox J, Gamber G, Jain A, Kerrigan R, Krastel P, Lee K, Lombardo F, McKenney D, Neckermann G, Osborne C, Palestrant D, Patane MA, Rann EM, Robinson Z, Schmitt E, Stams T, Tiamfook S, Yu D, Whitehead L.. (2016) Antibacterial and Solubility Optimization of Thiomuracin A., 59 (14): [PMID:27355833] [10.1021/acs.jmedchem.6b00726]

Thiomuracin A

Names and Identifiers

Alternative Forms

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source