Natural Product: NPC307642

Natural Product ID:  NPC307642
Common Name:   Mycaloside A
IUPAC Name:   (2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-6-[[(3S,4R,8R,9S,10R,13R,14S,15S,17R)-4,15-dihydroxy-17-[(E,2R,5S)-1-hydroxy-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-[(2S,3S,4R,5R)-4,5-dihydroxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:  
Molecular Formula:   C51H84O23
Standard InCHIKey:  PLPPDJYJWQKNNL-AUVXDXBKSA-N
Standard InCHI:  InChI=1S/C51H84O23/c1-20(2)21(3)6-7-22(15-52)26-14-27(56)33-23-8-9-25-34(58)29(11-13-50(25,4)24(23)10-12-51(26,33)5)68-48-42(66)44(43(32(18-55)71-48)72-46-40(64)38(62)36(60)30(16-53)69-46)73-49-45(35(59)28(57)19-67-49)74-47-41(65)39(63)37(61)31(17-54)70-47/h6-7,9,20-24,26-49,52-66H,8,10-19H2,1-5H3/b7-6+/t21-,22+,23-,24+,26-,27+,28-,29+,30-,31-,32-,33-,34-,35-,36+,37+,38+,39+,40-,41-,42-,43-,44-,45+,46+,47-,48-,49+,50-,51-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4[C@@H](O)C[C@@H]3[C@@H](/C=C/[C@H](C(C)C)C)CO)C)[C@H]2O)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O)O)O[C@@H]1OC[C@H]([C@H]([C@@H]1O[C@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O)O)O)O)O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO15579 Mycale laxissima Species Mycalidae Eukaryota PMID[12932129]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified EC50 = 3.2 ug/ml 15711537

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC307642 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9434 High Similarity NPC476547
0.9423 High Similarity NPC94272
0.9346 High Similarity NPC32361
0.9346 High Similarity NPC210569
0.9346 High Similarity NPC244431
0.9346 High Similarity NPC31896
0.9346 High Similarity NPC263359
0.934 High Similarity NPC141433
0.9259 High Similarity NPC79900
0.9259 High Similarity NPC476546
0.9245 High Similarity NPC218571
0.9245 High Similarity NPC171073
0.9245 High Similarity NPC475333
0.9245 High Similarity NPC150372
0.9245 High Similarity NPC208383
0.9245 High Similarity NPC248746
0.9245 High Similarity NPC73243
0.9245 High Similarity NPC84956
0.9245 High Similarity NPC22779
0.9245 High Similarity NPC244086
0.9245 High Similarity NPC300557
0.9245 High Similarity NPC470433
0.9245 High Similarity NPC475550
0.9245 High Similarity NPC224098
0.9245 High Similarity NPC102016
0.9245 High Similarity NPC249265
0.9245 High Similarity NPC194207
0.9245 High Similarity NPC477809
0.9245 High Similarity NPC309278
0.9245 High Similarity NPC95051
0.9245 High Similarity NPC46190
0.9245 High Similarity NPC232054
0.9245 High Similarity NPC6806
0.9174 High Similarity NPC32707
0.9174 High Similarity NPC208832
0.9174 High Similarity NPC167183
0.9167 High Similarity NPC472716
0.9167 High Similarity NPC42171
0.9159 High Similarity NPC477811
0.9159 High Similarity NPC269297
0.9159 High Similarity NPC222202
0.9159 High Similarity NPC224314
0.9159 High Similarity NPC23808
0.9159 High Similarity NPC87998
0.9151 High Similarity NPC98696
0.9143 High Similarity NPC242748
0.9091 High Similarity NPC146652
0.9074 High Similarity NPC13193
0.9074 High Similarity NPC475247
0.9074 High Similarity NPC294129
0.9074 High Similarity NPC477032
0.9074 High Similarity NPC472715
0.9074 High Similarity NPC477028
0.9074 High Similarity NPC124677
0.9065 High Similarity NPC302057
0.9057 High Similarity NPC14704
0.9057 High Similarity NPC230507
0.9057 High Similarity NPC190395
0.9057 High Similarity NPC113044
0.9057 High Similarity NPC161676
0.9057 High Similarity NPC283829
0.9057 High Similarity NPC470432
0.9057 High Similarity NPC305423
0.9048 High Similarity NPC75608
0.9038 High Similarity NPC272015
0.9 High Similarity NPC477810
0.9 High Similarity NPC11548
0.8991 High Similarity NPC308140
0.8981 High Similarity NPC247037
0.8981 High Similarity NPC472717
0.8972 High Similarity NPC472897
0.8972 High Similarity NPC472896
0.8972 High Similarity NPC180183
0.8972 High Similarity NPC246124
0.8962 High Similarity NPC309448
0.8962 High Similarity NPC181845
0.8962 High Similarity NPC473923
0.8962 High Similarity NPC473476
0.8962 High Similarity NPC474569
0.8942 High Similarity NPC470434
0.8938 High Similarity NPC129393
0.8919 High Similarity NPC477030
0.8919 High Similarity NPC477029
0.8909 High Similarity NPC469347
0.8909 High Similarity NPC51154
0.8909 High Similarity NPC469348
0.8899 High Similarity NPC470748
0.8899 High Similarity NPC197231
0.8889 High Similarity NPC477027
0.8889 High Similarity NPC70204
0.8889 High Similarity NPC477026
0.8889 High Similarity NPC475670
0.8889 High Similarity NPC40440
0.8889 High Similarity NPC42482
0.8889 High Similarity NPC306131
0.8879 High Similarity NPC63368
0.8879 High Similarity NPC473469
0.8879 High Similarity NPC208650
0.8879 High Similarity NPC231340
0.8879 High Similarity NPC14946
0.8879 High Similarity NPC181467
0.8868 High Similarity NPC470885
0.8868 High Similarity NPC187400
0.8868 High Similarity NPC221562
0.8846 High Similarity NPC469942
0.8839 High Similarity NPC20979
0.8829 High Similarity NPC477808
0.8818 High Similarity NPC473567
0.8818 High Similarity NPC254255
0.8818 High Similarity NPC216595
0.8818 High Similarity NPC112274
0.8818 High Similarity NPC19888
0.8796 High Similarity NPC6931
0.8796 High Similarity NPC159005
0.8796 High Similarity NPC476538
0.8796 High Similarity NPC476539
0.8796 High Similarity NPC476540
0.8796 High Similarity NPC476541
0.8796 High Similarity NPC7213
0.8796 High Similarity NPC295980
0.8785 High Similarity NPC160816
0.8785 High Similarity NPC194842
0.8785 High Similarity NPC208477
0.8785 High Similarity NPC472899
0.8785 High Similarity NPC472900
0.8785 High Similarity NPC69737
0.8785 High Similarity NPC127801
0.8785 High Similarity NPC472898
0.8785 High Similarity NPC152584
0.8785 High Similarity NPC208594
0.8785 High Similarity NPC269627
0.8774 High Similarity NPC16573
0.8774 High Similarity NPC473198
0.8772 High Similarity NPC50689
0.8772 High Similarity NPC473566
0.8772 High Similarity NPC475358
0.8761 High Similarity NPC10366
0.875 High Similarity NPC63609
0.875 High Similarity NPC158088
0.875 High Similarity NPC477031
0.875 High Similarity NPC148965
0.8739 High Similarity NPC476693
0.8727 High Similarity NPC114188
0.8727 High Similarity NPC92710
0.8727 High Similarity NPC13190
0.8716 High Similarity NPC157530
0.8716 High Similarity NPC250089
0.8716 High Similarity NPC14630
0.8716 High Similarity NPC151134
0.8704 High Similarity NPC33053
0.8692 High Similarity NPC165033
0.8692 High Similarity NPC148603
0.8692 High Similarity NPC312774
0.8692 High Similarity NPC93352
0.8692 High Similarity NPC273879
0.8684 High Similarity NPC229962
0.8684 High Similarity NPC473633
0.8684 High Similarity NPC476085
0.8684 High Similarity NPC195560
0.8679 High Similarity NPC288694
0.8679 High Similarity NPC312553
0.8679 High Similarity NPC159036
0.8673 High Similarity NPC477807
0.8673 High Similarity NPC476690
0.8673 High Similarity NPC100048
0.8667 High Similarity NPC91497
0.8667 High Similarity NPC282669
0.8667 High Similarity NPC64348
0.8654 High Similarity NPC243728
0.8654 High Similarity NPC473890
0.8649 High Similarity NPC477050
0.8649 High Similarity NPC475312
0.8636 High Similarity NPC470867
0.8624 High Similarity NPC128123
0.8624 High Similarity NPC51172
0.8624 High Similarity NPC220427
0.8624 High Similarity NPC125324
0.8624 High Similarity NPC49032
0.8624 High Similarity NPC235824
0.8624 High Similarity NPC126147
0.8611 High Similarity NPC173859
0.8611 High Similarity NPC26798
0.8611 High Similarity NPC470512
0.8609 High Similarity NPC198325
0.8609 High Similarity NPC233391
0.8609 High Similarity NPC207243
0.8598 High Similarity NPC16520
0.8598 High Similarity NPC473020
0.8598 High Similarity NPC8039
0.8598 High Similarity NPC123796
0.8598 High Similarity NPC31907
0.8598 High Similarity NPC472252
0.8598 High Similarity NPC245280
0.8598 High Similarity NPC120123
0.8598 High Similarity NPC286969
0.8598 High Similarity NPC157659
0.8598 High Similarity NPC162354
0.8598 High Similarity NPC155010
0.8598 High Similarity NPC189852
0.8598 High Similarity NPC131479

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC307642 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8291 Intermediate Similarity NPD8377 Approved
0.8291 Intermediate Similarity NPD8294 Approved
0.822 Intermediate Similarity NPD8378 Approved
0.822 Intermediate Similarity NPD8296 Approved
0.822 Intermediate Similarity NPD8335 Approved
0.822 Intermediate Similarity NPD8033 Approved
0.822 Intermediate Similarity NPD8380 Approved
0.822 Intermediate Similarity NPD8379 Approved
0.7917 Intermediate Similarity NPD7503 Approved
0.7899 Intermediate Similarity NPD7516 Approved
0.7815 Intermediate Similarity NPD7327 Approved
0.7815 Intermediate Similarity NPD7328 Approved
0.7778 Intermediate Similarity NPD8133 Approved
0.7757 Intermediate Similarity NPD8171 Discontinued
0.7719 Intermediate Similarity NPD6412 Phase 2
0.7656 Intermediate Similarity NPD8450 Suspended
0.7578 Intermediate Similarity NPD8449 Approved
0.7381 Intermediate Similarity NPD7507 Approved
0.7288 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD7319 Approved
0.72 Intermediate Similarity NPD8515 Approved
0.72 Intermediate Similarity NPD8517 Approved
0.72 Intermediate Similarity NPD8516 Approved
0.713 Intermediate Similarity NPD7524 Approved
0.7094 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD8328 Phase 3
0.7063 Intermediate Similarity NPD8513 Phase 3
0.7059 Intermediate Similarity NPD6686 Approved
0.7016 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7008 Intermediate Similarity NPD6370 Approved
0.7 Intermediate Similarity NPD7736 Approved
0.6972 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6885 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6852 Remote Similarity NPD7338 Clinical (unspecified phase)
0.685 Remote Similarity NPD6054 Approved
0.6794 Remote Similarity NPD8293 Discontinued
0.6759 Remote Similarity NPD6695 Phase 3
0.6752 Remote Similarity NPD7639 Approved
0.6752 Remote Similarity NPD7640 Approved
0.6731 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6719 Remote Similarity NPD6059 Approved
0.6694 Remote Similarity NPD8297 Approved
0.6694 Remote Similarity NPD6882 Approved
0.6667 Remote Similarity NPD6016 Approved
0.6667 Remote Similarity NPD7638 Approved
0.6667 Remote Similarity NPD6015 Approved
0.6667 Remote Similarity NPD7750 Discontinued
0.6643 Remote Similarity NPD7625 Phase 1
0.6641 Remote Similarity NPD7492 Approved
0.6636 Remote Similarity NPD6928 Phase 2
0.6636 Remote Similarity NPD7525 Registered
0.6635 Remote Similarity NPD7339 Approved
0.6635 Remote Similarity NPD6942 Approved
0.6615 Remote Similarity NPD5988 Approved
0.6614 Remote Similarity NPD7115 Discovery
0.6614 Remote Similarity NPD6009 Approved
0.6591 Remote Similarity NPD6616 Approved
0.6589 Remote Similarity NPD6319 Approved
0.6565 Remote Similarity NPD6067 Discontinued
0.6542 Remote Similarity NPD7645 Phase 2
0.6542 Remote Similarity NPD6929 Approved
0.6541 Remote Similarity NPD7078 Approved
0.6508 Remote Similarity NPD4632 Approved
0.6481 Remote Similarity NPD7514 Phase 3
0.6481 Remote Similarity NPD6931 Approved
0.6481 Remote Similarity NPD6930 Phase 2
0.6449 Remote Similarity NPD7145 Approved
0.6435 Remote Similarity NPD7637 Suspended
0.6422 Remote Similarity NPD6902 Approved
0.6417 Remote Similarity NPD4159 Approved
0.6381 Remote Similarity NPD4784 Approved
0.6381 Remote Similarity NPD4785 Approved
0.6379 Remote Similarity NPD6399 Phase 3
0.6371 Remote Similarity NPD6899 Approved
0.6371 Remote Similarity NPD6881 Approved
0.6364 Remote Similarity NPD5211 Phase 2
0.6355 Remote Similarity NPD6925 Approved
0.6355 Remote Similarity NPD5776 Phase 2
0.6349 Remote Similarity NPD6649 Approved
0.6349 Remote Similarity NPD8130 Phase 1
0.6349 Remote Similarity NPD6650 Approved
0.6341 Remote Similarity NPD7128 Approved
0.6341 Remote Similarity NPD6675 Approved
0.6341 Remote Similarity NPD5739 Approved
0.6341 Remote Similarity NPD6402 Approved
0.633 Remote Similarity NPD7332 Phase 2
0.632 Remote Similarity NPD6373 Approved
0.632 Remote Similarity NPD6372 Approved
0.6293 Remote Similarity NPD7087 Discontinued
0.629 Remote Similarity NPD5697 Approved
0.6281 Remote Similarity NPD5344 Discontinued
0.627 Remote Similarity NPD7102 Approved
0.627 Remote Similarity NPD7290 Approved
0.627 Remote Similarity NPD4634 Approved
0.627 Remote Similarity NPD6883 Approved
0.6262 Remote Similarity NPD6933 Approved
0.6261 Remote Similarity NPD6051 Approved
0.626 Remote Similarity NPD5141 Approved
0.625 Remote Similarity NPD6033 Approved
0.625 Remote Similarity NPD8029 Clinical (unspecified phase)
0.625 Remote Similarity NPD4225 Approved
0.625 Remote Similarity NPD4786 Approved
0.624 Remote Similarity NPD7320 Approved
0.623 Remote Similarity NPD7632 Discontinued
0.622 Remote Similarity NPD6847 Approved
0.622 Remote Similarity NPD6617 Approved
0.622 Remote Similarity NPD6869 Approved
0.6204 Remote Similarity NPD6932 Approved
0.6198 Remote Similarity NPD5286 Approved
0.6198 Remote Similarity NPD5285 Approved
0.6198 Remote Similarity NPD4696 Approved
0.6195 Remote Similarity NPD6893 Approved
0.6194 Remote Similarity NPD7604 Phase 2
0.619 Remote Similarity NPD6014 Approved
0.619 Remote Similarity NPD6012 Approved
0.619 Remote Similarity NPD4061 Clinical (unspecified phase)
0.619 Remote Similarity NPD6013 Approved
0.619 Remote Similarity NPD4243 Approved
0.6182 Remote Similarity NPD4748 Discontinued
0.6176 Remote Similarity NPD8074 Phase 3
0.6168 Remote Similarity NPD8264 Approved
0.6167 Remote Similarity NPD6084 Phase 2
0.6167 Remote Similarity NPD4755 Approved
0.6167 Remote Similarity NPD6083 Phase 2
0.6165 Remote Similarity NPD5983 Phase 2
0.616 Remote Similarity NPD5701 Approved
0.6111 Remote Similarity NPD6011 Approved
0.6103 Remote Similarity NPD6336 Discontinued
0.6102 Remote Similarity NPD4202 Approved
0.6098 Remote Similarity NPD5226 Approved
0.6098 Remote Similarity NPD4633 Approved
0.6098 Remote Similarity NPD5225 Approved
0.6098 Remote Similarity NPD5224 Approved
0.608 Remote Similarity NPD6008 Approved
0.6075 Remote Similarity NPD6926 Approved
0.6075 Remote Similarity NPD6924 Approved
0.6071 Remote Similarity NPD3667 Approved
0.6066 Remote Similarity NPD4700 Approved
0.605 Remote Similarity NPD7748 Approved
0.6048 Remote Similarity NPD5174 Approved
0.6048 Remote Similarity NPD5175 Approved
0.6047 Remote Similarity NPD6053 Discontinued
0.6047 Remote Similarity NPD6430 Approved
0.6047 Remote Similarity NPD6429 Approved
0.6043 Remote Similarity NPD5956 Approved
0.6038 Remote Similarity NPD7152 Approved
0.6038 Remote Similarity NPD7150 Approved
0.6038 Remote Similarity NPD7151 Approved
0.6033 Remote Similarity NPD7902 Approved
0.6017 Remote Similarity NPD6079 Approved
0.6017 Remote Similarity NPD8034 Phase 2
0.6017 Remote Similarity NPD8035 Phase 2
0.6016 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6016 Remote Similarity NPD5223 Approved
0.6 Remote Similarity NPD7991 Discontinued
0.6 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5984 Remote Similarity NPD4729 Approved
0.5984 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5984 Remote Similarity NPD4730 Approved
0.5983 Remote Similarity NPD5328 Approved
0.5983 Remote Similarity NPD4753 Phase 2
0.5982 Remote Similarity NPD6898 Phase 1
0.5969 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5965 Remote Similarity NPD3666 Approved
0.5965 Remote Similarity NPD3133 Approved
0.5965 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5965 Remote Similarity NPD3665 Phase 1
0.5952 Remote Similarity NPD4767 Approved
0.5952 Remote Similarity NPD4768 Approved
0.5952 Remote Similarity NPD6640 Phase 3
0.5948 Remote Similarity NPD4250 Approved
0.5948 Remote Similarity NPD4251 Approved
0.5946 Remote Similarity NPD4195 Approved
0.5946 Remote Similarity NPD6683 Phase 2
0.5943 Remote Similarity NPD7143 Approved
0.5943 Remote Similarity NPD7144 Approved
0.5935 Remote Similarity NPD6648 Approved
0.5932 Remote Similarity NPD3168 Discontinued
0.5932 Remote Similarity NPD7838 Discovery
0.5897 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5896 Remote Similarity NPD7101 Approved
0.5896 Remote Similarity NPD7100 Approved
0.5893 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5893 Remote Similarity NPD7509 Discontinued
0.5891 Remote Similarity NPD5250 Approved
0.5891 Remote Similarity NPD5248 Approved
0.5891 Remote Similarity NPD5249 Phase 3
0.5891 Remote Similarity NPD5251 Approved
0.5891 Remote Similarity NPD5247 Approved
0.5882 Remote Similarity NPD5126 Approved
0.5882 Remote Similarity NPD5125 Phase 3
0.5882 Remote Similarity NPD7515 Phase 2
0.5882 Remote Similarity NPD7983 Approved
0.5872 Remote Similarity NPD5275 Approved
0.5872 Remote Similarity NPD4190 Phase 3
0.5868 Remote Similarity NPD5210 Approved
0.5868 Remote Similarity NPD4629 Approved
0.5868 Remote Similarity NPD5695 Phase 3
0.5862 Remote Similarity NPD5330 Approved
0.5862 Remote Similarity NPD3618 Phase 1

Structure

External Identifiers

PubChem CID   21637455
ChEMBL   CHEMBL503906
ZINC  

Physicochemical Properties

Molecular Weight:  1064.54
ALogP:  -6.7717
MLogP:  4.54
XLogP:  -0.65
# Rotatable Bonds:  36
Polar Surface Area:  377.29
# H-Bond Aceptor:  23
# H-Bond Donor:  15
# Rings:  8
# Heavy Atoms:  74

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs