N-((2R,6S,9S,11R,12R,14aS,15S,16S,20S,23S,25aS)-23-((1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl)-2,11,12,15-tetrahydroxy-6,20-bis((R)-1-hydroxyethyl)-16-methyl-5,8,14,19,22,25-hexaoxotetracosahydro-1H-dipyrrolo[2,1-c:2',1'-l][1,4,7,10,13,16]hexaazacyclohenicosin-9-yl)-4-(5-(4-(pentyloxy)phenyl)isoxazol-3-yl)benzamide

ID: ALA2387202

PubChem CID: 71624953

Max Phase: Preclinical

Molecular Formula: C55H70N8O18

Molecular Weight: 1131.20

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCOc1ccc(-c2cc(-c3ccc(C(=O)N[C@H]4C[C@@H](O)[C@@H](O)NC(=O)[C@@H]5[C@@H](O)[C@@H](C)CN5C(=O)[C@H]([C@@H](C)O)NC(=O)[C@H]([C@H](O)[C@@H](O)c5ccc(O)cc5)NC(=O)[C@@H]5C[C@@H](O)CN5C(=O)[C@H]([C@@H](C)O)NC4=O)cc3)no2)cc1

Standard InChI:  InChI=1S/C55H70N8O18/c1-5-6-7-20-80-35-18-14-30(15-19-35)40-23-36(61-81-40)29-8-10-32(11-9-29)48(72)56-37-22-39(68)51(75)60-53(77)44-45(69)26(2)24-63(44)55(79)42(28(4)65)58-52(76)43(47(71)46(70)31-12-16-33(66)17-13-31)59-50(74)38-21-34(67)25-62(38)54(78)41(27(3)64)57-49(37)73/h8-19,23,26-28,34,37-39,41-47,51,64-71,75H,5-7,20-22,24-25H2,1-4H3,(H,56,72)(H,57,73)(H,58,76)(H,59,74)(H,60,77)/t26-,27+,28+,34+,37-,38-,39+,41-,42-,43-,44-,45-,46-,47-,51+/m0/s1

Standard InChI Key:  XJBZLPUMHKZBLW-WFDZVADRSA-N

Molfile:  

     RDKit          2D

 85 91  0  0  0  0  0  0  0  0999 V2000
   27.1668  -29.6143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7060  -23.8022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2832  -21.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9892  -23.3950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4353  -28.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8074  -24.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8344  -23.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8594  -22.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8671  -28.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8671  -25.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1488  -24.2457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5912  -26.2904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1585  -27.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5928  -20.9013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9201  -21.5299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0261  -24.6272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7907  -20.1979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8671  -25.8740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1767  -22.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9892  -25.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5472  -19.4622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1585  -28.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9828  -22.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3658  -20.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6976  -22.1336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8671  -27.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4353  -27.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3029  -25.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1522  -26.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3658  -22.3580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7876  -21.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1522  -24.6272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5881  -24.6272    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3783  -19.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3113  -25.8740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3082  -24.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7060  -24.6272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0261  -22.3559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4208  -22.5554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6208  -21.6328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9892  -25.8885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4208  -23.3804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1522  -22.1336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1439  -21.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4208  -20.9013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4240  -20.0706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1522  -23.8022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7919  -18.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2832  -23.0708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0365  -23.7939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4353  -24.6272    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7897  -23.0812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2660  -24.6417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6272  -23.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4353  -25.8740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2015  -23.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7029  -22.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0261  -25.4500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.6935  -21.3029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8801  -23.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6166  -18.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0300  -18.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6177  -17.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7876  -17.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3778  -18.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0259  -16.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8443  -16.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0149  -15.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3020  -15.3170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6909  -15.8680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7633  -15.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4294  -15.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1804  -15.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2666  -14.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5957  -14.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8473  -14.5758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0177  -14.3864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6843  -14.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5998  -15.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8486  -16.0234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7641  -16.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0129  -17.1780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8820  -21.7365    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   29.2011  -22.3567    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.9237  -25.4229    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 13  1  0
 42  2  2  0
 47 32  2  0
 34 17  1  0
 24 14  1  0
 41 20  1  0
 16 58  1  6
  9 26  2  0
 22  5  2  0
 13 29  1  0
 48 34  1  0
 49  8  1  0
 37  2  1  0
 10 32  1  0
 29 55  1  6
 21 34  2  0
 28 33  1  0
 27 13  2  0
  8  3  1  1
 32 51  1  0
  5 27  1  0
 44 43  1  1
 19 15  1  6
 38 54  1  0
 59 25  1  0
  6 16  1  0
 23 25  1  0
 39 25  2  0
  1 22  1  0
 30 31  2  0
 50 16  1  0
 23  4  1  0
 57 19  1  0
 38 40  1  0
 44 45  1  0
 16 28  1  0
 36  6  1  0
 22  9  1  0
 45 59  1  0
 37 51  1  0
 35 28  2  0
 31 24  1  0
 29 18  1  0
  7 36  1  0
 19 23  1  0
 18 12  1  6
 45 46  1  6
 36 11  1  6
  7 50  1  0
  2  4  1  0
 54 50  1  0
 24 17  1  6
 40 31  1  0
 57 56  1  0
 18 10  1  0
 10 33  1  1
  8 38  1  0
 20 37  1  0
 52 54  2  0
 20 53  1  1
 56  4  1  0
 14 44  1  0
 57 60  1  6
 48 61  2  0
 61 62  1  0
 62 63  2  0
 63 64  1  0
 64 65  2  0
 65 48  1  0
 66 67  1  0
 67 68  2  0
 68 69  1  0
 69 70  1  0
 70 66  2  0
 63 66  1  0
 71 72  2  0
 72 73  1  0
 73 74  2  0
 74 75  1  0
 75 76  2  0
 76 71  1  0
 68 71  1  0
 74 77  1  0
 77 78  1  0
 78 79  1  0
 79 80  1  0
 80 81  1  0
 81 82  1  0
 23 83  1  6
 38 84  1  6
 37 85  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA2387202

   N-[(3S,6S,9S,11R,15S,18S,20R,21R,24S,25S,26S)-6-[(1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-11,20,21,25-tetrahydroxy-3,15-bis[(1R)-1-hydroxyethyl]-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-18-yl]-4-[5-(4-p

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: 1131.20

Molecular Weight (Monoisotopic): 1130.4808

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. Singh SB, Herath K, Kahn JN, Mann P, Abruzzo G, Motyl M..  (2013)  Synthesis and antifungal evaluation of pentyloxyl-diphenylisoxazoloyl pneumocandins and echinocandins.,  23  (11): [PMID:23623416] [10.1016/j.bmcl.2013.03.115]

Source

Source(1):

• Scientific Literature