Saalfelduracin C

ID: ALA4876661

PubChem CID: 164627257

Max Phase: Preclinical

Molecular Formula: C66H74N18O16S6

Molecular Weight: 1567.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(NC(=O)c1csc([C@H]2CC[C@]34NC(=O)C(=C)NC(=O)C(=C)NC(=O)C(=C)NC(=O)[C@H](C)N[C@@H]5C=Cc6c([C@H](C)O)cc(nc6[C@H]5O)C(=O)O[C@H](C)[C@H](NC(=S)c5csc(n5)[C@H]([C@@](C)(O)[C@H](C)O)NC(=O)[C@H]5CSC(=N5)/C(=C/C)NC(=O)[C@H]([C@@H](C)O)NC(=O)c5csc3n5)c3nc(cs3)[C@H]4N2)n1)C(N)=O

Standard InChI:  InChI=1S/C66H74N18O16S6/c1-12-34-59-77-40(20-102-59)56(96)83-48(65(11,99)31(10)87)62-79-42(22-105-62)58(101)82-44-30(9)100-63(98)37-17-33(28(7)85)32-13-14-35(46(88)45(32)73-37)68-24(3)50(90)70-25(4)51(91)71-26(5)52(92)72-27(6)53(93)84-66(64-80-41(21-106-64)55(95)81-43(29(8)86)57(97)75-34)16-15-36(74-47(66)38-18-104-61(44)76-38)60-78-39(19-103-60)54(94)69-23(2)49(67)89/h12-14,17-19,21-22,24,28-31,35-36,40,43-44,46-48,68,74,85-88,99H,2,4-6,15-16,20H2,1,3,7-11H3,(H2,67,89)(H,69,94)(H,70,90)(H,71,91)(H,72,92)(H,75,97)(H,81,95)(H,82,101)(H,83,96)(H,84,93)/b34-12-/t24-,28-,29+,30+,31-,35+,36+,40+,43-,44-,46-,47+,48+,65-,66+/m0/s1

Standard InChI Key:  QWYNLHUFYVTYMP-OBYKXFMLSA-N

Molfile:  

 
     RDKit          2D

106115  0  0  0  0  0  0  0  0999 V2000
   14.7957  -23.6040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7945  -24.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5093  -24.8442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5075  -23.1912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2229  -23.6003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2223  -24.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9368  -24.8392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6525  -24.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9340  -23.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9290  -22.3622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5117  -25.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7983  -26.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2272  -26.0797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6503  -23.5968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9582  -27.5205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1332  -27.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5457  -28.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7223  -21.0965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5473  -21.0965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8041  -20.3122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1348  -19.8255    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.4698  -20.3122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5208  -19.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5208  -19.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2327  -20.3122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9447  -19.9040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9447  -19.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2327  -18.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3041  -21.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4791  -21.8039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7121  -22.5252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8124  -22.5164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8083  -23.3414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3916  -24.0539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6040  -23.5591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3874  -24.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6709  -25.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9664  -24.8717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9920  -26.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4081  -25.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591  -24.9630    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.1858  -26.1156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0959  -25.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7041  -26.6997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4174  -26.2852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7063  -27.5247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1330  -26.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8463  -26.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4220  -27.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6013  -26.6120    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.1517  -25.9974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7372  -25.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9307  -25.4580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1332  -28.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3707  -28.2350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2332  -19.4872    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3916  -19.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3915  -20.0915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6451  -18.7704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3941  -20.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9555  -19.7032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7040  -20.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8125  -20.8301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4165  -19.5957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4119  -18.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1332  -20.0041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8454  -19.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5540  -19.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7665  -20.7956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2095  -19.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8445  -18.7627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2873  -21.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8707  -22.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5316  -21.6135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6456  -21.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0705  -24.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8908  -24.4409    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.8498  -23.7289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2249  -21.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5529  -21.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8003  -22.4028    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.6254  -22.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8877  -21.6285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2082  -22.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0040  -22.7747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5874  -23.3580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3832  -23.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2160  -21.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5951  -22.3442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1540  -18.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9242  -17.9781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8760  -17.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0760  -16.9433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6299  -17.6395    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.5141  -16.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2861  -16.9207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3802  -15.8155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0957  -22.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3792  -22.5122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0916  -21.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0581  -22.8789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9241  -16.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6960  -16.6888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7902  -15.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8299  -17.5029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3341  -16.1658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8 14  1  0
  9  5  1  0
  9 10  1  1
  3 11  1  0
 11 12  1  0
 11 13  1  1
  9 14  1  0
 16 15  1  0
 17 16  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 18  2  0
 23 24  1  0
 23 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 24 20  1  0
 18 29  1  0
 29 30  1  0
 29 31  2  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 34 36  1  0
 36 37  2  0
 37 38  1  0
 36 43  1  0
 32 30  1  6
 42 39  1  0
 39 40  1  0
 40 41  1  0
 41 43  1  0
 42 43  2  0
 39 44  1  6
 44 45  1  0
 44 46  2  0
 45 47  1  0
 47 48  1  6
 47 16  1  0
 16 49  1  6
 48 50  1  0
 50 51  1  0
 51 52  2  0
 52 53  1  0
 53 48  2  0
 17 54  1  0
 17 55  1  1
 24 56  1  6
 56 57  1  0
 57 58  1  0
 57 59  2  0
 58 60  2  0
 58 61  1  0
 61 62  1  0
 62 63  2  0
 62 64  1  0
 64 65  2  0
 64 66  1  0
 66 67  1  0
 67 68  1  0
 68 69  1  0
 68 70  2  0
 67 71  2  0
 69 72  1  0
 72 73  1  0
 73101  1  0
 72 74  2  0
 73 75  1  6
 52 76  1  0
 76 77  2  0
 76 78  1  0
 25 79  1  6
 79 80  2  0
 80 81  1  0
 81 82  1  0
 82 83  2  0
 83 79  1  0
 82 84  1  0
 84 78  1  6
 84 85  1  0
 85 86  1  0
 86 87  1  0
 85 88  1  1
 87 89  2  0
 27 90  1  6
 90 91  2  0
 91 92  1  0
 92 93  2  0
 93 94  1  0
 94 90  1  0
 92 95  1  0
 95 96  1  0
 95 97  2  0
 32 98  1  0
 98 99  1  0
 98100  1  6
 87  1  1  0
 14101  1  6
 96102  1  0
102103  1  0
102104  2  0
103105  2  0
103106  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876661

   ---

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: 1567.83

Molecular Weight (Monoisotopic): 1566.3854

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. Um S, Seibel E, Schalk F, Balluff S, Beemelmanns C..  (2021)  Targeted Isolation of Saalfelduracin B-D from Amycolatopsis saalfeldensis Using LC-MS/MS-Based Molecular Networking.,  84  (4.0): [PMID:33683882] [10.1021/acs.jnatprod.0c01027]

Source

Source(1):

• Scientific Literature