Natural Product: NPC85918

Natural Product ID:  NPC85918
Common Name:   Amphimedoside C
IUPAC Name:   (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[methoxy(14-pyridin-3-yltetradec-11-ynyl)amino]oxane-3,4,5-triol
Synonyms:   Amphimedoside C
Molecular Formula:   C26H42N2O6
Standard InCHIKey:  MOBUBNOVPKQFNY-WSGIOKLISA-N
Standard InCHI:  InChI=1S/C26H42N2O6/c1-33-28(26-25(32)24(31)23(30)22(20-29)34-26)18-13-11-9-7-5-3-2-4-6-8-10-12-15-21-16-14-17-27-19-21/h14,16-17,19,22-26,29-32H,2-7,9,11-13,15,18,20H2,1H3/t22-,23-,24+,25-,26-/m1/s1
Canonical SMILES:  CON([C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)CCCCCCCCCCC#CCCc1cccnc1
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 = 5 ug/ml 24095018

  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 NPC85918 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
0.9934 High Similarity NPC127730
0.9934 High Similarity NPC278366
0.9735 High Similarity NPC71079
0.9671 High Similarity NPC474217
0.8098 Intermediate Similarity NPC138018
0.8046 Intermediate Similarity NPC62510
0.7815 Intermediate Similarity NPC169625
0.7815 Intermediate Similarity NPC202957
0.7765 Intermediate Similarity NPC319456
0.7763 Intermediate Similarity NPC471313
0.7763 Intermediate Similarity NPC471311
0.7616 Intermediate Similarity NPC290094
0.7593 Intermediate Similarity NPC471323
0.7568 Intermediate Similarity NPC149708
0.7556 Intermediate Similarity NPC328798
0.7528 Intermediate Similarity NPC325093
0.7484 Intermediate Similarity NPC89490
0.7459 Intermediate Similarity NPC325775
0.7444 Intermediate Similarity NPC318020
0.7436 Intermediate Similarity NPC329896
0.7436 Intermediate Similarity NPC475090
0.7436 Intermediate Similarity NPC475105
0.743 Intermediate Similarity NPC322043
0.743 Intermediate Similarity NPC327373
0.7418 Intermediate Similarity NPC182814
0.7405 Intermediate Similarity NPC20593
0.7384 Intermediate Similarity NPC469813
0.7384 Intermediate Similarity NPC78375
0.7384 Intermediate Similarity NPC476446
0.7342 Intermediate Similarity NPC324611
0.7337 Intermediate Similarity NPC127647
0.7329 Intermediate Similarity NPC471312
0.7318 Intermediate Similarity NPC317010
0.7249 Intermediate Similarity NPC160127
0.7249 Intermediate Similarity NPC50997
0.7241 Intermediate Similarity NPC477975
0.7197 Intermediate Similarity NPC165370
0.7197 Intermediate Similarity NPC212125
0.717 Intermediate Similarity NPC315320
0.7158 Intermediate Similarity NPC474767
0.7125 Intermediate Similarity NPC256893
0.7115 Intermediate Similarity NPC476322
0.7113 Intermediate Similarity NPC309498
0.7092 Intermediate Similarity NPC472752
0.7086 Intermediate Similarity NPC40779
0.7072 Intermediate Similarity NPC133261
0.7056 Intermediate Similarity NPC203754
0.7056 Intermediate Similarity NPC472122
0.7056 Intermediate Similarity NPC24594
0.7056 Intermediate Similarity NPC150048
0.7055 Intermediate Similarity NPC29702
0.7045 Intermediate Similarity NPC471178
0.7031 Intermediate Similarity NPC79223
0.7019 Intermediate Similarity NPC471322
0.7016 Intermediate Similarity NPC59033
0.7006 Intermediate Similarity NPC108469
0.6995 Remote Similarity NPC328559
0.6995 Remote Similarity NPC32451
0.6993 Remote Similarity NPC297486
0.6993 Remote Similarity NPC471402
0.6993 Remote Similarity NPC240136
0.6989 Remote Similarity NPC311276
0.6985 Remote Similarity NPC292517
0.6981 Remote Similarity NPC306397
0.6978 Remote Similarity NPC141377
0.6974 Remote Similarity NPC25442
0.6974 Remote Similarity NPC12944
0.6968 Remote Similarity NPC473763
0.6968 Remote Similarity NPC117244
0.6963 Remote Similarity NPC329024
0.6954 Remote Similarity NPC129721
0.694 Remote Similarity NPC187827
0.694 Remote Similarity NPC472105
0.6927 Remote Similarity NPC317672
0.6927 Remote Similarity NPC320748
0.6927 Remote Similarity NPC324245
0.6927 Remote Similarity NPC470499
0.6923 Remote Similarity NPC326575
0.6919 Remote Similarity NPC153769
0.6911 Remote Similarity NPC292361
0.6904 Remote Similarity NPC156044
0.6902 Remote Similarity NPC470474
0.69 Remote Similarity NPC476467
0.6895 Remote Similarity NPC289786
0.6894 Remote Similarity NPC476131
0.6893 Remote Similarity NPC473057
0.6889 Remote Similarity NPC470498
0.6881 Remote Similarity NPC30570
0.6879 Remote Similarity NPC329825
0.6872 Remote Similarity NPC476874
0.6871 Remote Similarity NPC322488
0.6869 Remote Similarity NPC63041
0.6867 Remote Similarity NPC27802
0.6865 Remote Similarity NPC472109
0.6865 Remote Similarity NPC472110
0.6857 Remote Similarity NPC269919
0.6857 Remote Similarity NPC132680
0.6857 Remote Similarity NPC469762
0.6856 Remote Similarity NPC470497
0.6852 Remote Similarity NPC69914
0.6851 Remote Similarity NPC314603
0.6847 Remote Similarity NPC162812
0.6839 Remote Similarity NPC63562
0.6839 Remote Similarity NPC91958
0.6836 Remote Similarity NPC59779
0.6836 Remote Similarity NPC124542
0.6836 Remote Similarity NPC471177
0.6834 Remote Similarity NPC304179
0.6834 Remote Similarity NPC48042
0.6834 Remote Similarity NPC472550
0.6832 Remote Similarity NPC313640
0.6816 Remote Similarity NPC54988
0.6816 Remote Similarity NPC111732
0.6816 Remote Similarity NPC472553
0.6816 Remote Similarity NPC160105
0.6816 Remote Similarity NPC98187
0.6815 Remote Similarity NPC265605
0.6815 Remote Similarity NPC48564
0.6815 Remote Similarity NPC182570
0.68 Remote Similarity NPC469785
0.6798 Remote Similarity NPC477910
0.6798 Remote Similarity NPC263439
0.6796 Remote Similarity NPC89562
0.6791 Remote Similarity NPC163421
0.6791 Remote Similarity NPC188387
0.6784 Remote Similarity NPC161292
0.678 Remote Similarity NPC63338
0.678 Remote Similarity NPC472555
0.678 Remote Similarity NPC324203
0.678 Remote Similarity NPC322976
0.6774 Remote Similarity NPC472108
0.6774 Remote Similarity NPC139291
0.6774 Remote Similarity NPC469358
0.6765 Remote Similarity NPC475408
0.6765 Remote Similarity NPC471014
0.6765 Remote Similarity NPC206343
0.6765 Remote Similarity NPC477908
0.675 Remote Similarity NPC245244
0.675 Remote Similarity NPC166424
0.675 Remote Similarity NPC146373
0.6744 Remote Similarity NPC477974
0.6738 Remote Similarity NPC207851
0.6738 Remote Similarity NPC284559
0.6732 Remote Similarity NPC294579
0.6732 Remote Similarity NPC144779
0.6732 Remote Similarity NPC314270
0.6731 Remote Similarity NPC143603
0.6722 Remote Similarity NPC49954
0.6722 Remote Similarity NPC474561
0.6721 Remote Similarity NPC469938
0.6716 Remote Similarity NPC470306
0.6714 Remote Similarity NPC476492
0.6704 Remote Similarity NPC97367
0.6686 Remote Similarity NPC469760
0.6686 Remote Similarity NPC25008
0.6686 Remote Similarity NPC73952
0.6686 Remote Similarity NPC259644
0.6686 Remote Similarity NPC469763
0.6686 Remote Similarity NPC469765
0.6686 Remote Similarity NPC469786
0.6684 Remote Similarity NPC163055
0.6683 Remote Similarity NPC6981
0.6683 Remote Similarity NPC471016
0.6683 Remote Similarity NPC477911
0.6667 Remote Similarity NPC477976
0.6667 Remote Similarity NPC319128
0.6667 Remote Similarity NPC76540
0.6667 Remote Similarity NPC278451
0.6667 Remote Similarity NPC471997
0.6667 Remote Similarity NPC228331
0.665 Remote Similarity NPC62367
0.665 Remote Similarity NPC475835
0.6649 Remote Similarity NPC95783
0.6648 Remote Similarity NPC211572
0.6648 Remote Similarity NPC75540
0.6648 Remote Similarity NPC80597
0.6648 Remote Similarity NPC70922
0.6648 Remote Similarity NPC282231
0.6648 Remote Similarity NPC263455
0.6648 Remote Similarity NPC212376
0.6635 Remote Similarity NPC244536
0.6634 Remote Similarity NPC42678
0.6634 Remote Similarity NPC477907
0.6634 Remote Similarity NPC477909
0.6633 Remote Similarity NPC118832
0.6633 Remote Similarity NPC165349
0.6633 Remote Similarity NPC47059
0.6633 Remote Similarity NPC274291
0.6633 Remote Similarity NPC329708
0.6633 Remote Similarity NPC264166
0.6632 Remote Similarity NPC279401
0.6632 Remote Similarity NPC79293
0.6631 Remote Similarity NPC233936
0.6629 Remote Similarity NPC230869
0.6619 Remote Similarity NPC477902
0.6619 Remote Similarity NPC475498
0.6619 Remote Similarity NPC475137
0.6618 Remote Similarity NPC165837
0.6618 Remote Similarity NPC301368
0.6618 Remote Similarity NPC216428

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC85918 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
0.7834 Intermediate Similarity NPD1380 Discovery
0.7765 Intermediate Similarity NPD2544 Clinical (unspecified phase)
0.775 Intermediate Similarity NPD1427 Clinical (unspecified phase)
0.7738 Intermediate Similarity NPD4239 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD1383 Phase 3
0.7688 Intermediate Similarity NPD1382 Phase 2
0.7557 Intermediate Similarity NPD8036 Clinical (unspecified phase)
0.7557 Intermediate Similarity NPD8037 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD9506 Approved
0.7374 Intermediate Similarity NPD8408 Discontinued
0.7363 Intermediate Similarity NPD8020 Approved
0.7363 Intermediate Similarity NPD8021 Approved
0.7303 Intermediate Similarity NPD8122 Approved
0.7303 Intermediate Similarity NPD8123 Approved
0.7284 Intermediate Similarity NPD2896 Discontinued
0.7283 Intermediate Similarity NPD8063 Discontinued
0.7273 Intermediate Similarity NPD1352 Discontinued
0.7273 Intermediate Similarity NPD3813 Approved
0.7257 Intermediate Similarity NPD5862 Discovery
0.7256 Intermediate Similarity NPD4805 Approved
0.7246 Intermediate Similarity NPD4702 Approved
0.7246 Intermediate Similarity NPD4703 Approved
0.7235 Intermediate Similarity NPD5358 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD2809 Approved
0.7225 Intermediate Similarity NPD8026 Phase 1
0.7212 Intermediate Similarity NPD3717 Discontinued
0.7209 Intermediate Similarity NPD5255 Approved
0.7197 Intermediate Similarity NPD9284 Approved
0.7195 Intermediate Similarity NPD1649 Discontinued
0.7193 Intermediate Similarity NPD6026 Approved
0.717 Intermediate Similarity NPD9207 Approved
0.717 Intermediate Similarity NPD9206 Approved
0.7168 Intermediate Similarity NPD2511 Approved
0.7152 Intermediate Similarity NPD1095 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD2582 Approved
0.7151 Intermediate Similarity NPD2581 Approved
0.7134 Intermediate Similarity NPD4804 Approved
0.7128 Intermediate Similarity NPD4427 Phase 2
0.7111 Intermediate Similarity NPD5751 Clinical (unspecified phase)
0.7102 Intermediate Similarity NPD4174 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD6148 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD2012 Clinical (unspecified phase)
0.7072 Intermediate Similarity NPD8304 Clinical (unspecified phase)
0.7066 Intermediate Similarity NPD751 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7913 Clinical (unspecified phase)
0.6989 Remote Similarity NPD5088 Discontinued
0.6989 Remote Similarity NPD6635 Approved
0.6981 Remote Similarity NPD9080 Approved
0.6973 Remote Similarity NPD3082 Discontinued
0.697 Remote Similarity NPD203 Clinical (unspecified phase)
0.6954 Remote Similarity NPD4669 Clinical (unspecified phase)
0.6954 Remote Similarity NPD4670 Clinical (unspecified phase)
0.6954 Remote Similarity NPD4671 Clinical (unspecified phase)
0.6937 Remote Similarity NPD5352 Clinical (unspecified phase)
0.6927 Remote Similarity NPD4184 Clinical (unspecified phase)
0.6886 Remote Similarity NPD1395 Clinical (unspecified phase)
0.6882 Remote Similarity NPD7469 Discontinued
0.6878 Remote Similarity NPD4699 Discontinued
0.6875 Remote Similarity NPD2118 Approved
0.6875 Remote Similarity NPD2119 Approved
0.6872 Remote Similarity NPD5721 Clinical (unspecified phase)
0.6872 Remote Similarity NPD6872 Clinical (unspecified phase)
0.6871 Remote Similarity NPD1627 Clinical (unspecified phase)
0.6862 Remote Similarity NPD4021 Phase 2
0.6857 Remote Similarity NPD9382 Approved
0.6857 Remote Similarity NPD9383 Approved
0.6851 Remote Similarity NPD2076 Approved
0.6851 Remote Similarity NPD2077 Approved
0.6847 Remote Similarity NPD8327 Clinical (unspecified phase)
0.6847 Remote Similarity NPD8325 Phase 3
0.6847 Remote Similarity NPD8326 Phase 3
0.6842 Remote Similarity NPD1661 Suspended
0.6821 Remote Similarity NPD3262 Approved
0.6815 Remote Similarity NPD271 Approved
0.6815 Remote Similarity NPD270 Clinical (unspecified phase)
0.6815 Remote Similarity NPD268 Approved
0.6813 Remote Similarity NPD5322 Clinical (unspecified phase)
0.6806 Remote Similarity NPD4529 Approved
0.6806 Remote Similarity NPD4528 Approved
0.6806 Remote Similarity NPD4526 Approved
0.6802 Remote Similarity NPD3576 Approved
0.6802 Remote Similarity NPD7396 Approved
0.6802 Remote Similarity NPD3575 Approved
0.6791 Remote Similarity NPD6227 Discontinued
0.6786 Remote Similarity NPD5486 Discontinued
0.678 Remote Similarity NPD9398 Clinical (unspecified phase)
0.678 Remote Similarity NPD687 Clinical (unspecified phase)
0.6776 Remote Similarity NPD4824 Approved
0.6776 Remote Similarity NPD4823 Approved
0.6748 Remote Similarity NPD3476 Approved
0.6748 Remote Similarity NPD3475 Approved
0.6739 Remote Similarity NPD1032 Phase 2
0.6727 Remote Similarity NPD3944 Approved
0.6727 Remote Similarity NPD3942 Approved
0.6717 Remote Similarity NPD7712 Clinical (unspecified phase)
0.6716 Remote Similarity NPD8321 Discontinued
0.6707 Remote Similarity NPD9726 Discontinued
0.6704 Remote Similarity NPD8129 Discovery
0.6685 Remote Similarity NPD4639 Approved
0.6685 Remote Similarity NPD6375 Clinical (unspecified phase)
0.6685 Remote Similarity NPD4638 Approved
0.6685 Remote Similarity NPD4640 Approved
0.6685 Remote Similarity NPD5100 Phase 3
0.6684 Remote Similarity NPD7233 Approved
0.6684 Remote Similarity NPD7944 Discontinued
0.6684 Remote Similarity NPD7234 Approved
0.6683 Remote Similarity NPD5458 Discontinued
0.6667 Remote Similarity NPD5541 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6569 Phase 2
0.6667 Remote Similarity NPD820 Phase 3
0.6667 Remote Similarity NPD748 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4375 Approved
0.6667 Remote Similarity NPD1994 Approved
0.6667 Remote Similarity NPD1995 Approved
0.6667 Remote Similarity NPD6529 Discontinued
0.6667 Remote Similarity NPD1993 Approved
0.6649 Remote Similarity NPD4072 Approved
0.6649 Remote Similarity NPD4071 Approved
0.6649 Remote Similarity NPD3321 Discontinued
0.6647 Remote Similarity NPD792 Discontinued
0.6647 Remote Similarity NPD2089 Clinical (unspecified phase)
0.6645 Remote Similarity NPD269 Clinical (unspecified phase)
0.6635 Remote Similarity NPD4086 Phase 1
0.6635 Remote Similarity NPD6298 Discontinued
0.6633 Remote Similarity NPD31 Approved
0.6633 Remote Similarity NPD4122 Approved
0.6633 Remote Similarity NPD4037 Approved
0.6633 Remote Similarity NPD4039 Approved
0.6633 Remote Similarity NPD4034 Approved
0.6633 Remote Similarity NPD4036 Approved
0.6633 Remote Similarity NPD4033 Approved
0.6633 Remote Similarity NPD4038 Approved
0.6633 Remote Similarity NPD32 Approved
0.6633 Remote Similarity NPD4035 Approved
0.6632 Remote Similarity NPD4551 Phase 2
0.6627 Remote Similarity NPD4030 Approved
0.6627 Remote Similarity NPD4029 Approved
0.6627 Remote Similarity NPD4028 Approved
0.6618 Remote Similarity NPD4555 Clinical (unspecified phase)
0.6615 Remote Similarity NPD6626 Approved
0.6614 Remote Similarity NPD6241 Phase 1
0.6613 Remote Similarity NPD1620 Clinical (unspecified phase)
0.6613 Remote Similarity NPD6555 Clinical (unspecified phase)
0.6612 Remote Similarity NPD2123 Phase 3
0.6612 Remote Similarity NPD5934 Clinical (unspecified phase)
0.6608 Remote Similarity NPD3525 Discontinued
0.6605 Remote Similarity NPD9583 Approved
0.66 Remote Similarity NPD6732 Clinical (unspecified phase)
0.6597 Remote Similarity NPD6068 Discontinued
0.6596 Remote Similarity NPD5596 Phase 2
0.6593 Remote Similarity NPD7287 Clinical (unspecified phase)
0.6593 Remote Similarity NPD5069 Clinical (unspecified phase)
0.6584 Remote Similarity NPD9357 Approved
0.6579 Remote Similarity NPD3039 Clinical (unspecified phase)
0.6578 Remote Similarity NPD6595 Phase 3
0.6567 Remote Similarity NPD8410 Clinical (unspecified phase)
0.6564 Remote Similarity NPD1598 Discontinued
0.6564 Remote Similarity NPD992 Clinical (unspecified phase)
0.6564 Remote Similarity NPD991 Phase 2
0.6561 Remote Similarity NPD1096 Discontinued
0.6557 Remote Similarity NPD2619 Clinical (unspecified phase)
0.6557 Remote Similarity NPD6553 Clinical (unspecified phase)
0.6557 Remote Similarity NPD2620 Phase 2
0.6554 Remote Similarity NPD2061 Approved
0.6545 Remote Similarity NPD1033 Clinical (unspecified phase)
0.6545 Remote Similarity NPD1034 Phase 3
0.6545 Remote Similarity NPD715 Phase 3
0.6543 Remote Similarity NPD1783 Clinical (unspecified phase)
0.6543 Remote Similarity NPD3386 Phase 2
0.6543 Remote Similarity NPD7414 Clinical (unspecified phase)
0.6542 Remote Similarity NPD8372 Clinical (unspecified phase)
0.6541 Remote Similarity NPD2928 Phase 2
0.6538 Remote Similarity NPD5611 Phase 2
0.6534 Remote Similarity NPD510 Phase 1
0.6534 Remote Similarity NPD9706 Clinical (unspecified phase)
0.6534 Remote Similarity NPD5965 Clinical (unspecified phase)
0.6531 Remote Similarity NPD1622 Discontinued
0.6531 Remote Similarity NPD1229 Phase 2
0.6531 Remote Similarity NPD2952 Discontinued
0.6526 Remote Similarity NPD5555 Phase 1
0.6522 Remote Similarity NPD3116 Approved
0.6522 Remote Similarity NPD3117 Approved
0.6519 Remote Similarity NPD5925 Phase 1
0.6515 Remote Similarity NPD4396 Clinical (unspecified phase)
0.651 Remote Similarity NPD6363 Clinical (unspecified phase)
0.651 Remote Similarity NPD8110 Clinical (unspecified phase)
0.6509 Remote Similarity NPD201 Phase 2
0.6509 Remote Similarity NPD200 Phase 2
0.6495 Remote Similarity NPD6665 Discontinued
0.6488 Remote Similarity NPD2141 Approved
0.6488 Remote Similarity NPD2142 Approved
0.6488 Remote Similarity NPD2140 Approved
0.6485 Remote Similarity NPD1392 Approved
0.6484 Remote Similarity NPD925 Approved
0.6484 Remote Similarity NPD926 Approved
0.6481 Remote Similarity NPD7558 Phase 2
0.648 Remote Similarity NPD7061 Clinical (unspecified phase)
0.6468 Remote Similarity NPD2965 Clinical (unspecified phase)
0.6468 Remote Similarity NPD8169 Discontinued
0.6467 Remote Similarity NPD4973 Approved

Structure

External Identifiers

PubChem CID   16091664
ChEMBL   CHEMBL463595
ZINC  

Physicochemical Properties

Molecular Weight:  478.30
ALogP:  -3.6065
MLogP:  3.44
XLogP:  4.576
# Rotatable Bonds:  20
Polar Surface Area:  115.51
# H-Bond Aceptor:  6
# H-Bond Donor:  4
# Rings:  2
# Heavy Atoms:  34

Download Data

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Structure MOL file  
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Biological Activities  
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