Natural Product: NPC127730

Natural Product ID:  NPC127730
Common Name:   Amphimedoside A
IUPAC Name:   (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[methoxy(16-pyridin-3-ylhexadec-11-ynyl)amino]oxane-3,4,5-triol
Synonyms:  
Molecular Formula:   C28H46N2O6
Standard InCHIKey:  AKXRKGGBNUIIRB-RKFAPSRVSA-N
Standard InCHI:  InChI=1S/C28H46N2O6/c1-35-30(28-27(34)26(33)25(32)24(22-31)36-28)20-15-13-11-9-7-5-3-2-4-6-8-10-12-14-17-23-18-16-19-29-21-23/h16,18-19,21,24-28,31-34H,2-5,7,9-15,17,20,22H2,1H3/t24-,25-,26+,27-,28-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](N(CCCCCCCCCCC#CCCCCc2cccnc2)OC)[C@@H]([C@H]([C@@H]1O)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
NPO33243 Amphimedon sp. Species Niphatidae Eukaryota PMID[17067172]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus IC50 = 11 ug/ml 20627559

  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 NPC127730 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
1.0 High Similarity NPC278366
0.9934 High Similarity NPC85918
0.9801 High Similarity NPC71079
0.9737 High Similarity NPC474217
0.8103 Intermediate Similarity NPC62510
0.8049 Intermediate Similarity NPC138018
0.7881 Intermediate Similarity NPC169625
0.7881 Intermediate Similarity NPC202957
0.7719 Intermediate Similarity NPC319456
0.7712 Intermediate Similarity NPC471311
0.7712 Intermediate Similarity NPC471313
0.7682 Intermediate Similarity NPC290094
0.7622 Intermediate Similarity NPC149708
0.7548 Intermediate Similarity NPC89490
0.7546 Intermediate Similarity NPC471323
0.7514 Intermediate Similarity NPC328798
0.75 Intermediate Similarity NPC475105
0.75 Intermediate Similarity NPC475090
0.75 Intermediate Similarity NPC329896
0.7486 Intermediate Similarity NPC325093
0.7442 Intermediate Similarity NPC476446
0.7442 Intermediate Similarity NPC78375
0.7442 Intermediate Similarity NPC469813
0.7418 Intermediate Similarity NPC325775
0.7403 Intermediate Similarity NPC318020
0.7389 Intermediate Similarity NPC327373
0.7389 Intermediate Similarity NPC322043
0.7377 Intermediate Similarity NPC182814
0.7366 Intermediate Similarity NPC20593
0.7299 Intermediate Similarity NPC477975
0.7297 Intermediate Similarity NPC127647
0.7296 Intermediate Similarity NPC324611
0.7284 Intermediate Similarity NPC471312
0.7278 Intermediate Similarity NPC317010
0.7211 Intermediate Similarity NPC50997
0.7211 Intermediate Similarity NPC160127
0.7188 Intermediate Similarity NPC256893
0.7152 Intermediate Similarity NPC165370
0.7152 Intermediate Similarity NPC212125
0.7143 Intermediate Similarity NPC472752
0.7143 Intermediate Similarity NPC40779
0.7127 Intermediate Similarity NPC133261
0.7125 Intermediate Similarity NPC315320
0.712 Intermediate Similarity NPC474767
0.7111 Intermediate Similarity NPC203754
0.7111 Intermediate Similarity NPC150048
0.7111 Intermediate Similarity NPC472122
0.7111 Intermediate Similarity NPC24594
0.7102 Intermediate Similarity NPC471178
0.7077 Intermediate Similarity NPC309498
0.707 Intermediate Similarity NPC476322
0.7062 Intermediate Similarity NPC108469
0.7059 Intermediate Similarity NPC297486
0.7059 Intermediate Similarity NPC240136
0.7059 Intermediate Similarity NPC471402
0.7045 Intermediate Similarity NPC311276
0.7035 Intermediate Similarity NPC292517
0.7033 Intermediate Similarity NPC141377
0.7021 Intermediate Similarity NPC473763
0.7021 Intermediate Similarity NPC117244
0.7012 Intermediate Similarity NPC29702
0.7011 Intermediate Similarity NPC129721
0.6995 Remote Similarity NPC187827
0.6995 Remote Similarity NPC79223
0.6995 Remote Similarity NPC472105
0.6979 Remote Similarity NPC59033
0.6979 Remote Similarity NPC470499
0.6978 Remote Similarity NPC326575
0.6975 Remote Similarity NPC471322
0.6963 Remote Similarity NPC292361
0.6959 Remote Similarity NPC32451
0.6959 Remote Similarity NPC328559
0.6957 Remote Similarity NPC470474
0.695 Remote Similarity NPC476467
0.6949 Remote Similarity NPC473057
0.6947 Remote Similarity NPC289786
0.6944 Remote Similarity NPC470498
0.6943 Remote Similarity NPC329825
0.6939 Remote Similarity NPC12944
0.6939 Remote Similarity NPC25442
0.6937 Remote Similarity NPC306397
0.6931 Remote Similarity NPC30570
0.6927 Remote Similarity NPC329024
0.6923 Remote Similarity NPC476874
0.6919 Remote Similarity NPC472110
0.6919 Remote Similarity NPC472109
0.6919 Remote Similarity NPC63041
0.6914 Remote Similarity NPC69914
0.6914 Remote Similarity NPC469762
0.6907 Remote Similarity NPC470497
0.6906 Remote Similarity NPC314603
0.6903 Remote Similarity NPC91958
0.6897 Remote Similarity NPC162812
0.6893 Remote Similarity NPC471177
0.6893 Remote Similarity NPC124542
0.6893 Remote Similarity NPC59779
0.6891 Remote Similarity NPC317672
0.6891 Remote Similarity NPC320748
0.6891 Remote Similarity NPC324245
0.6884 Remote Similarity NPC48042
0.6884 Remote Similarity NPC472550
0.6884 Remote Similarity NPC304179
0.6881 Remote Similarity NPC313640
0.6879 Remote Similarity NPC153769
0.6872 Remote Similarity NPC98187
0.6872 Remote Similarity NPC54988
0.6872 Remote Similarity NPC160105
0.6869 Remote Similarity NPC156044
0.6866 Remote Similarity NPC472553
0.6857 Remote Similarity NPC469785
0.6852 Remote Similarity NPC476131
0.6851 Remote Similarity NPC89562
0.6847 Remote Similarity NPC477910
0.6845 Remote Similarity NPC188387
0.6845 Remote Similarity NPC163421
0.6829 Remote Similarity NPC472555
0.6829 Remote Similarity NPC322488
0.6828 Remote Similarity NPC139291
0.6828 Remote Similarity NPC469358
0.6828 Remote Similarity NPC472108
0.6821 Remote Similarity NPC27802
0.6818 Remote Similarity NPC132680
0.6818 Remote Similarity NPC269919
0.6814 Remote Similarity NPC475408
0.6814 Remote Similarity NPC206343
0.6814 Remote Similarity NPC477908
0.6814 Remote Similarity NPC471014
0.6813 Remote Similarity NPC166424
0.6813 Remote Similarity NPC146373
0.6813 Remote Similarity NPC245244
0.6802 Remote Similarity NPC477974
0.68 Remote Similarity NPC63562
0.6791 Remote Similarity NPC207851
0.6782 Remote Similarity NPC111732
0.678 Remote Similarity NPC314270
0.678 Remote Similarity NPC144779
0.678 Remote Similarity NPC294579
0.6778 Remote Similarity NPC49954
0.6778 Remote Similarity NPC474561
0.6772 Remote Similarity NPC265605
0.6772 Remote Similarity NPC182570
0.6772 Remote Similarity NPC48564
0.6765 Remote Similarity NPC470306
0.6762 Remote Similarity NPC476492
0.676 Remote Similarity NPC263439
0.676 Remote Similarity NPC97367
0.6744 Remote Similarity NPC161292
0.6743 Remote Similarity NPC259644
0.6743 Remote Similarity NPC469760
0.6743 Remote Similarity NPC469786
0.6743 Remote Similarity NPC469765
0.6743 Remote Similarity NPC73952
0.6743 Remote Similarity NPC469763
0.6743 Remote Similarity NPC25008
0.6742 Remote Similarity NPC63338
0.6742 Remote Similarity NPC322976
0.6742 Remote Similarity NPC324203
0.6738 Remote Similarity NPC163055
0.6732 Remote Similarity NPC6981
0.6732 Remote Similarity NPC471016
0.6731 Remote Similarity NPC477911
0.6728 Remote Similarity NPC278451
0.6721 Remote Similarity NPC477976
0.672 Remote Similarity NPC471997
0.6716 Remote Similarity NPC319128
0.6716 Remote Similarity NPC228331
0.6705 Remote Similarity NPC80597
0.6705 Remote Similarity NPC211572
0.6705 Remote Similarity NPC70922
0.6705 Remote Similarity NPC212376
0.6705 Remote Similarity NPC75540
0.6704 Remote Similarity NPC282231
0.6702 Remote Similarity NPC284559
0.6702 Remote Similarity NPC95783
0.67 Remote Similarity NPC475835
0.6699 Remote Similarity NPC62367
0.6688 Remote Similarity NPC143603
0.6685 Remote Similarity NPC230869
0.6685 Remote Similarity NPC469938
0.6684 Remote Similarity NPC279401
0.6684 Remote Similarity NPC79293
0.6684 Remote Similarity NPC233936
0.6683 Remote Similarity NPC42678
0.6683 Remote Similarity NPC118832
0.6683 Remote Similarity NPC329708
0.6683 Remote Similarity NPC264166
0.6683 Remote Similarity NPC274291
0.6683 Remote Similarity NPC477907
0.6683 Remote Similarity NPC165349
0.6683 Remote Similarity NPC477909
0.6683 Remote Similarity NPC47059
0.6682 Remote Similarity NPC244536
0.6667 Remote Similarity NPC216428
0.6667 Remote Similarity NPC477902
0.6667 Remote Similarity NPC158129
0.6667 Remote Similarity NPC194640
0.6667 Remote Similarity NPC193761
0.6667 Remote Similarity NPC84815
0.6667 Remote Similarity NPC301368
0.6667 Remote Similarity NPC165837

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC127730 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
0.7785 Intermediate Similarity NPD1380 Discovery
0.7722 Intermediate Similarity NPD2544 Clinical (unspecified phase)
0.7702 Intermediate Similarity NPD1427 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD4239 Clinical (unspecified phase)
0.764 Intermediate Similarity NPD1383 Phase 3
0.764 Intermediate Similarity NPD1382 Phase 2
0.7514 Intermediate Similarity NPD8036 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD8037 Clinical (unspecified phase)
0.743 Intermediate Similarity NPD8408 Discontinued
0.7418 Intermediate Similarity NPD8021 Approved
0.7418 Intermediate Similarity NPD8020 Approved
0.7391 Intermediate Similarity NPD9506 Approved
0.736 Intermediate Similarity NPD8123 Approved
0.736 Intermediate Similarity NPD8122 Approved
0.7346 Intermediate Similarity NPD2896 Discontinued
0.7337 Intermediate Similarity NPD8063 Discontinued
0.7333 Intermediate Similarity NPD3813 Approved
0.7314 Intermediate Similarity NPD5862 Discovery
0.7305 Intermediate Similarity NPD4703 Approved
0.7305 Intermediate Similarity NPD4702 Approved
0.7294 Intermediate Similarity NPD5358 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD2809 Approved
0.7273 Intermediate Similarity NPD3717 Discontinued
0.7267 Intermediate Similarity NPD5255 Approved
0.7251 Intermediate Similarity NPD6026 Approved
0.7229 Intermediate Similarity NPD1352 Discontinued
0.7225 Intermediate Similarity NPD2511 Approved
0.7212 Intermediate Similarity NPD4805 Approved
0.7209 Intermediate Similarity NPD2581 Approved
0.7209 Intermediate Similarity NPD2582 Approved
0.7184 Intermediate Similarity NPD8026 Phase 1
0.7181 Intermediate Similarity NPD4427 Phase 2
0.7167 Intermediate Similarity NPD5751 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD1649 Discontinued
0.7152 Intermediate Similarity NPD9284 Approved
0.7135 Intermediate Similarity NPD2012 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD9207 Approved
0.7125 Intermediate Similarity NPD9206 Approved
0.7107 Intermediate Similarity NPD1095 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD4804 Approved
0.7062 Intermediate Similarity NPD4174 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD6635 Approved
0.7045 Intermediate Similarity NPD5088 Discontinued
0.7041 Intermediate Similarity NPD6148 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD8304 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD751 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD7913 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD4669 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD4670 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD4671 Clinical (unspecified phase)
0.6983 Remote Similarity NPD4184 Clinical (unspecified phase)
0.6941 Remote Similarity NPD7469 Discontinued
0.6937 Remote Similarity NPD2118 Approved
0.6937 Remote Similarity NPD9080 Approved
0.6937 Remote Similarity NPD2119 Approved
0.6935 Remote Similarity NPD3082 Discontinued
0.6933 Remote Similarity NPD1627 Clinical (unspecified phase)
0.6928 Remote Similarity NPD203 Clinical (unspecified phase)
0.6927 Remote Similarity NPD6872 Clinical (unspecified phase)
0.6923 Remote Similarity NPD5721 Clinical (unspecified phase)
0.6906 Remote Similarity NPD2077 Approved
0.6906 Remote Similarity NPD2076 Approved
0.6897 Remote Similarity NPD8325 Phase 3
0.6897 Remote Similarity NPD8326 Phase 3
0.6897 Remote Similarity NPD8327 Clinical (unspecified phase)
0.6894 Remote Similarity NPD5352 Clinical (unspecified phase)
0.6879 Remote Similarity NPD3262 Approved
0.6859 Remote Similarity NPD4528 Approved
0.6859 Remote Similarity NPD4526 Approved
0.6859 Remote Similarity NPD4529 Approved
0.6845 Remote Similarity NPD6227 Discontinued
0.6845 Remote Similarity NPD1395 Clinical (unspecified phase)
0.6842 Remote Similarity NPD4699 Discontinued
0.6837 Remote Similarity NPD5486 Discontinued
0.6825 Remote Similarity NPD4021 Phase 2
0.6818 Remote Similarity NPD9382 Approved
0.6818 Remote Similarity NPD9383 Approved
0.681 Remote Similarity NPD3476 Approved
0.681 Remote Similarity NPD3475 Approved
0.6802 Remote Similarity NPD1661 Suspended
0.6793 Remote Similarity NPD1032 Phase 2
0.6788 Remote Similarity NPD3942 Approved
0.6788 Remote Similarity NPD3944 Approved
0.6776 Remote Similarity NPD5322 Clinical (unspecified phase)
0.6772 Remote Similarity NPD271 Approved
0.6772 Remote Similarity NPD270 Clinical (unspecified phase)
0.6772 Remote Similarity NPD268 Approved
0.6768 Remote Similarity NPD7396 Approved
0.6766 Remote Similarity NPD8321 Discontinued
0.6763 Remote Similarity NPD3576 Approved
0.6763 Remote Similarity NPD3575 Approved
0.676 Remote Similarity NPD8129 Discovery
0.6742 Remote Similarity NPD687 Clinical (unspecified phase)
0.6742 Remote Similarity NPD9398 Clinical (unspecified phase)
0.674 Remote Similarity NPD4640 Approved
0.674 Remote Similarity NPD4639 Approved
0.674 Remote Similarity NPD4638 Approved
0.6739 Remote Similarity NPD6375 Clinical (unspecified phase)
0.6739 Remote Similarity NPD5100 Phase 3
0.6737 Remote Similarity NPD7234 Approved
0.6737 Remote Similarity NPD7233 Approved
0.6736 Remote Similarity NPD7944 Discontinued
0.6734 Remote Similarity NPD5458 Discontinued
0.6732 Remote Similarity NPD4823 Approved
0.6732 Remote Similarity NPD4824 Approved
0.673 Remote Similarity NPD748 Clinical (unspecified phase)
0.6727 Remote Similarity NPD1994 Approved
0.6727 Remote Similarity NPD1995 Approved
0.6727 Remote Similarity NPD1993 Approved
0.6723 Remote Similarity NPD5541 Clinical (unspecified phase)
0.672 Remote Similarity NPD4375 Approved
0.6719 Remote Similarity NPD6569 Phase 2
0.6716 Remote Similarity NPD6529 Discontinued
0.6707 Remote Similarity NPD792 Discontinued
0.6702 Remote Similarity NPD3321 Discontinued
0.6687 Remote Similarity NPD4028 Approved
0.6687 Remote Similarity NPD4029 Approved
0.6687 Remote Similarity NPD4030 Approved
0.6683 Remote Similarity NPD4035 Approved
0.6683 Remote Similarity NPD4037 Approved
0.6683 Remote Similarity NPD4033 Approved
0.6683 Remote Similarity NPD4039 Approved
0.6683 Remote Similarity NPD4122 Approved
0.6683 Remote Similarity NPD7712 Clinical (unspecified phase)
0.6683 Remote Similarity NPD4034 Approved
0.6683 Remote Similarity NPD32 Approved
0.6683 Remote Similarity NPD6298 Discontinued
0.6683 Remote Similarity NPD31 Approved
0.6683 Remote Similarity NPD4038 Approved
0.6683 Remote Similarity NPD4036 Approved
0.6682 Remote Similarity NPD4086 Phase 1
0.6667 Remote Similarity NPD9583 Approved
0.6667 Remote Similarity NPD6241 Phase 1
0.6667 Remote Similarity NPD9726 Discontinued
0.6667 Remote Similarity NPD3525 Discontinued
0.6667 Remote Similarity NPD5934 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6555 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4555 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6626 Approved
0.6667 Remote Similarity NPD1620 Clinical (unspecified phase)
0.665 Remote Similarity NPD6732 Clinical (unspecified phase)
0.6649 Remote Similarity NPD6068 Discontinued
0.6648 Remote Similarity NPD5069 Clinical (unspecified phase)
0.6648 Remote Similarity NPD7287 Clinical (unspecified phase)
0.6631 Remote Similarity NPD6595 Phase 3
0.6629 Remote Similarity NPD820 Phase 3
0.6626 Remote Similarity NPD991 Phase 2
0.6626 Remote Similarity NPD992 Clinical (unspecified phase)
0.6617 Remote Similarity NPD8410 Clinical (unspecified phase)
0.6613 Remote Similarity NPD4072 Approved
0.6613 Remote Similarity NPD4071 Approved
0.6609 Remote Similarity NPD2089 Clinical (unspecified phase)
0.6606 Remote Similarity NPD715 Phase 3
0.6604 Remote Similarity NPD6553 Clinical (unspecified phase)
0.6603 Remote Similarity NPD269 Clinical (unspecified phase)
0.6598 Remote Similarity NPD4551 Phase 2
0.6597 Remote Similarity NPD1034 Phase 3
0.6597 Remote Similarity NPD1033 Clinical (unspecified phase)
0.6596 Remote Similarity NPD3386 Phase 2
0.6596 Remote Similarity NPD7414 Clinical (unspecified phase)
0.6593 Remote Similarity NPD5611 Phase 2
0.6589 Remote Similarity NPD8372 Clinical (unspecified phase)
0.6582 Remote Similarity NPD1229 Phase 2
0.6579 Remote Similarity NPD5555 Phase 1
0.6576 Remote Similarity NPD2123 Phase 3
0.6566 Remote Similarity NPD4396 Clinical (unspecified phase)
0.6562 Remote Similarity NPD8110 Clinical (unspecified phase)
0.6562 Remote Similarity NPD6363 Clinical (unspecified phase)
0.6561 Remote Similarity NPD5596 Phase 2
0.6545 Remote Similarity NPD3039 Clinical (unspecified phase)
0.6543 Remote Similarity NPD9357 Approved
0.6538 Remote Similarity NPD925 Approved
0.6538 Remote Similarity NPD926 Approved
0.6531 Remote Similarity NPD7061 Clinical (unspecified phase)
0.6528 Remote Similarity NPD7558 Phase 2
0.6526 Remote Similarity NPD1096 Discontinued
0.6524 Remote Similarity NPD1598 Discontinued
0.6522 Remote Similarity NPD2619 Clinical (unspecified phase)
0.6522 Remote Similarity NPD4973 Approved
0.6522 Remote Similarity NPD2620 Phase 2
0.6517 Remote Similarity NPD8169 Discontinued
0.6517 Remote Similarity NPD2061 Approved
0.6515 Remote Similarity NPD6661 Clinical (unspecified phase)
0.6514 Remote Similarity NPD1270 Approved
0.6513 Remote Similarity NPD6361 Phase 2
0.651 Remote Similarity NPD6257 Clinical (unspecified phase)
0.6508 Remote Similarity NPD1783 Clinical (unspecified phase)
0.6505 Remote Similarity NPD2928 Phase 2
0.65 Remote Similarity NPD6477 Clinical (unspecified phase)
0.65 Remote Similarity NPD3433 Clinical (unspecified phase)
0.6497 Remote Similarity NPD5965 Clinical (unspecified phase)
0.6497 Remote Similarity NPD2952 Discontinued
0.6497 Remote Similarity NPD1622 Discontinued
0.6497 Remote Similarity NPD9706 Clinical (unspecified phase)
0.6497 Remote Similarity NPD510 Phase 1
0.6491 Remote Similarity NPD2072 Approved
0.6491 Remote Similarity NPD2073 Approved
0.6491 Remote Similarity NPD2070 Approved
0.6491 Remote Similarity NPD2069 Approved
0.6491 Remote Similarity NPD2074 Approved

Structure

External Identifiers

PubChem CID   16091663
ChEMBL   CHEMBL463396
ZINC  

Physicochemical Properties

Molecular Weight:  506.34
ALogP:  -4.1825
MLogP:  3.66
XLogP:  5.714
# Rotatable Bonds:  22
Polar Surface Area:  115.51
# H-Bond Aceptor:  6
# H-Bond Donor:  4
# Rings:  2
# Heavy Atoms:  36

Download Data

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Biological Activities  
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