Natural Product: NPC477289

Natural Product ID:  NPC477289
Common Name:   (1S,2S,4aR,4bS,6aS,9R,10S,10aS,12aR)-1-(2-cyanoethyl)-1,4a,4b,9,10-pentamethyl-2-prop-1-en-2-yl-2,3,4,5,6,7,8,9,10,10a,12,12a-dodecahydrochrysene-6a-carboxylic acid
IUPAC Name:   (1S,2S,4aR,4bS,6aS,9R,10S,10aS,12aR)-1-(2-cyanoethyl)-1,4a,4b,9,10-pentamethyl-2-prop-1-en-2-yl-2,3,4,5,6,7,8,9,10,10a,12,12a-dodecahydrochrysene-6a-carboxylic acid
Synonyms:  
Molecular Formula:   C30H45NO2
Standard InCHIKey:  SXPZSMMJUUHTBE-MTCIRRIFSA-N
Standard InCHI:  InChI=1S/C30H45NO2/c1-19(2)22-12-14-29(7)24(27(22,5)13-8-18-31)10-9-23-25-21(4)20(3)11-15-30(25,26(32)33)17-16-28(23,29)6/h9,20-22,24-25H,1,8,10-17H2,2-7H3,(H,32,33)/t20-,21+,22+,24-,25+,27+,28-,29-,30+/m1/s1
Canonical SMILES:  N#CCC[C@@]1(C)[C@@H](CC[C@@]2([C@@H]1CC=C1[C@@]2(C)CC[C@@]2([C@H]1[C@@H](C)[C@H](C)CC2)C(=O)O)C)C(=C)C
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
NPO26571 Ilex paraguariensis Species Aquifoliaceae Eukaryota leaves Mato Leitao, RS, Brazil PMID[18192087]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT441 Individual Protein Cytochrome P450 19A1 Homo sapiens IC50 > 500000 nM 18192087

  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 NPC477289 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
0.9103 High Similarity NPC471897
0.9103 High Similarity NPC471899
0.9103 High Similarity NPC107039
0.8987 High Similarity NPC110094
0.8987 High Similarity NPC280654
0.8987 High Similarity NPC260385
0.8974 High Similarity NPC89294
0.8875 High Similarity NPC16394
0.8875 High Similarity NPC231431
0.8875 High Similarity NPC199595
0.8765 High Similarity NPC104545
0.8765 High Similarity NPC37038
0.8659 High Similarity NPC267691
0.8659 High Similarity NPC263272
0.8659 High Similarity NPC142244
0.8659 High Similarity NPC274050
0.8659 High Similarity NPC471898
0.8659 High Similarity NPC221647
0.8659 High Similarity NPC162632
0.8608 High Similarity NPC279666
0.8608 High Similarity NPC192540
0.8554 High Similarity NPC69101
0.8554 High Similarity NPC251779
0.8537 High Similarity NPC477057
0.85 High Similarity NPC69143
0.8481 Intermediate Similarity NPC283908
0.8481 Intermediate Similarity NPC476046
0.8481 Intermediate Similarity NPC183503
0.8481 Intermediate Similarity NPC103958
0.8481 Intermediate Similarity NPC251970
0.8481 Intermediate Similarity NPC161923
0.8481 Intermediate Similarity NPC241854
0.8462 Intermediate Similarity NPC160817
0.8452 Intermediate Similarity NPC200752
0.8452 Intermediate Similarity NPC70834
0.8409 Intermediate Similarity NPC477288
0.8409 Intermediate Similarity NPC474964
0.8354 Intermediate Similarity NPC36310
0.8353 Intermediate Similarity NPC156981
0.8353 Intermediate Similarity NPC96095
0.8315 Intermediate Similarity NPC476064
0.8272 Intermediate Similarity NPC309399
0.8256 Intermediate Similarity NPC474537
0.825 Intermediate Similarity NPC255168
0.8214 Intermediate Similarity NPC147066
0.8214 Intermediate Similarity NPC278459
0.8171 Intermediate Similarity NPC165711
0.8161 Intermediate Similarity NPC324063
0.8148 Intermediate Similarity NPC201027
0.8148 Intermediate Similarity NPC476844
0.8132 Intermediate Similarity NPC477290
0.8095 Intermediate Similarity NPC267517
0.8072 Intermediate Similarity NPC321514
0.8072 Intermediate Similarity NPC179028
0.8068 Intermediate Similarity NPC158141
0.8068 Intermediate Similarity NPC68160
0.8068 Intermediate Similarity NPC171203
0.8068 Intermediate Similarity NPC242468
0.8068 Intermediate Similarity NPC71507
0.8068 Intermediate Similarity NPC142415
0.8068 Intermediate Similarity NPC18064
0.8068 Intermediate Similarity NPC88716
0.8068 Intermediate Similarity NPC173089
0.8068 Intermediate Similarity NPC293564
0.8068 Intermediate Similarity NPC307426
0.8068 Intermediate Similarity NPC98442
0.8068 Intermediate Similarity NPC51700
0.8068 Intermediate Similarity NPC130577
0.8068 Intermediate Similarity NPC102683
0.8025 Intermediate Similarity NPC166797
0.8025 Intermediate Similarity NPC237591
0.8025 Intermediate Similarity NPC3753
0.8025 Intermediate Similarity NPC301065
0.8023 Intermediate Similarity NPC167103
0.8 Intermediate Similarity NPC201912
0.8 Intermediate Similarity NPC38350
0.8 Intermediate Similarity NPC3915
0.7978 Intermediate Similarity NPC474511
0.7978 Intermediate Similarity NPC473242
0.7978 Intermediate Similarity NPC181225
0.7978 Intermediate Similarity NPC246708
0.7978 Intermediate Similarity NPC182797
0.7978 Intermediate Similarity NPC470629
0.7978 Intermediate Similarity NPC40552
0.7978 Intermediate Similarity NPC474474
0.7978 Intermediate Similarity NPC290690
0.7978 Intermediate Similarity NPC1753
0.7978 Intermediate Similarity NPC474512
0.7978 Intermediate Similarity NPC52169
0.7978 Intermediate Similarity NPC17733
0.7976 Intermediate Similarity NPC327674
0.7976 Intermediate Similarity NPC477371
0.7976 Intermediate Similarity NPC158846
0.7955 Intermediate Similarity NPC72638
0.7952 Intermediate Similarity NPC68828
0.7927 Intermediate Similarity NPC476795
0.7907 Intermediate Similarity NPC320514
0.7907 Intermediate Similarity NPC310989
0.7907 Intermediate Similarity NPC260956
0.7901 Intermediate Similarity NPC161187
0.7901 Intermediate Similarity NPC330659
0.7901 Intermediate Similarity NPC244708
0.7889 Intermediate Similarity NPC263393
0.7889 Intermediate Similarity NPC64872
0.7889 Intermediate Similarity NPC474700
0.7889 Intermediate Similarity NPC143232
0.7889 Intermediate Similarity NPC61543
0.7889 Intermediate Similarity NPC470588
0.7889 Intermediate Similarity NPC59263
0.7889 Intermediate Similarity NPC161751
0.7889 Intermediate Similarity NPC293048
0.7889 Intermediate Similarity NPC234346
0.7889 Intermediate Similarity NPC121798
0.7889 Intermediate Similarity NPC198664
0.7889 Intermediate Similarity NPC25906
0.7889 Intermediate Similarity NPC127689
0.7889 Intermediate Similarity NPC225585
0.7889 Intermediate Similarity NPC270768
0.7889 Intermediate Similarity NPC274330
0.7889 Intermediate Similarity NPC477973
0.7889 Intermediate Similarity NPC130520
0.7889 Intermediate Similarity NPC281524
0.7889 Intermediate Similarity NPC95246
0.7889 Intermediate Similarity NPC290972
0.7889 Intermediate Similarity NPC474972
0.7857 Intermediate Similarity NPC239098
0.7848 Intermediate Similarity NPC290445
0.7848 Intermediate Similarity NPC36616
0.7841 Intermediate Similarity NPC29447
0.7831 Intermediate Similarity NPC246445
0.7831 Intermediate Similarity NPC899
0.7831 Intermediate Similarity NPC180886
0.7816 Intermediate Similarity NPC215893
0.7816 Intermediate Similarity NPC83569
0.7816 Intermediate Similarity NPC53733
0.7816 Intermediate Similarity NPC307258
0.7816 Intermediate Similarity NPC69279
0.7802 Intermediate Similarity NPC474728
0.7802 Intermediate Similarity NPC46441
0.7802 Intermediate Similarity NPC111110
0.7802 Intermediate Similarity NPC126369
0.7802 Intermediate Similarity NPC273621
0.7802 Intermediate Similarity NPC18872
0.7802 Intermediate Similarity NPC470589
0.7802 Intermediate Similarity NPC227467
0.7802 Intermediate Similarity NPC290614
0.7802 Intermediate Similarity NPC291028
0.7802 Intermediate Similarity NPC198818
0.7802 Intermediate Similarity NPC193750
0.7802 Intermediate Similarity NPC120840
0.7802 Intermediate Similarity NPC7260
0.7802 Intermediate Similarity NPC210037
0.7802 Intermediate Similarity NPC130278
0.7802 Intermediate Similarity NPC113989
0.7802 Intermediate Similarity NPC172361
0.7802 Intermediate Similarity NPC477872
0.7802 Intermediate Similarity NPC86372
0.7802 Intermediate Similarity NPC120968
0.7791 Intermediate Similarity NPC477372
0.7791 Intermediate Similarity NPC327002
0.7765 Intermediate Similarity NPC215843
0.7765 Intermediate Similarity NPC192744
0.7753 Intermediate Similarity NPC155011
0.7753 Intermediate Similarity NPC73038
0.7753 Intermediate Similarity NPC325594
0.7738 Intermediate Similarity NPC472300
0.7738 Intermediate Similarity NPC61952
0.7738 Intermediate Similarity NPC66105
0.7727 Intermediate Similarity NPC312660
0.7727 Intermediate Similarity NPC180834
0.7727 Intermediate Similarity NPC248758
0.7727 Intermediate Similarity NPC171789
0.7717 Intermediate Similarity NPC282616
0.7717 Intermediate Similarity NPC187722
0.7717 Intermediate Similarity NPC4036
0.7717 Intermediate Similarity NPC474525
0.7717 Intermediate Similarity NPC84319
0.7717 Intermediate Similarity NPC966
0.7717 Intermediate Similarity NPC230064
0.7717 Intermediate Similarity NPC301244
0.7717 Intermediate Similarity NPC145067
0.7717 Intermediate Similarity NPC105189
0.7717 Intermediate Similarity NPC52021
0.7717 Intermediate Similarity NPC228784
0.7717 Intermediate Similarity NPC471588
0.7717 Intermediate Similarity NPC470590
0.7717 Intermediate Similarity NPC235884
0.7717 Intermediate Similarity NPC288833
0.7717 Intermediate Similarity NPC25299
0.7717 Intermediate Similarity NPC6255
0.7717 Intermediate Similarity NPC65120
0.7717 Intermediate Similarity NPC472149
0.7717 Intermediate Similarity NPC155120
0.7717 Intermediate Similarity NPC324341
0.7717 Intermediate Similarity NPC158030
0.7717 Intermediate Similarity NPC306541
0.7717 Intermediate Similarity NPC38754
0.7717 Intermediate Similarity NPC233455
0.7717 Intermediate Similarity NPC71074
0.7717 Intermediate Similarity NPC285184

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477289 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
0.8556 High Similarity NPD7614 Phase 1
0.7957 Intermediate Similarity NPD7732 Phase 3
0.7717 Intermediate Similarity NPD7515 Phase 2
0.7692 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7609 Intermediate Similarity NPD4096 Approved
0.7586 Intermediate Similarity NPD8028 Phase 2
0.7553 Intermediate Similarity NPD7748 Approved
0.7391 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD4786 Approved
0.732 Intermediate Similarity NPD7902 Approved
0.7303 Intermediate Similarity NPD4221 Approved
0.7303 Intermediate Similarity NPD3667 Approved
0.7303 Intermediate Similarity NPD4223 Phase 3
0.7273 Intermediate Similarity NPD4695 Discontinued
0.7263 Intermediate Similarity NPD6399 Phase 3
0.7253 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7253 Intermediate Similarity NPD5329 Approved
0.7174 Intermediate Similarity NPD6409 Approved
0.7174 Intermediate Similarity NPD6684 Approved
0.7174 Intermediate Similarity NPD5330 Approved
0.7174 Intermediate Similarity NPD7146 Approved
0.7174 Intermediate Similarity NPD6098 Approved
0.7174 Intermediate Similarity NPD7334 Approved
0.7174 Intermediate Similarity NPD7521 Approved
0.7172 Intermediate Similarity NPD6404 Discontinued
0.7143 Intermediate Similarity NPD3665 Phase 1
0.7143 Intermediate Similarity NPD3133 Approved
0.7143 Intermediate Similarity NPD4197 Approved
0.7143 Intermediate Similarity NPD3666 Approved
0.7097 Intermediate Similarity NPD3573 Approved
0.7045 Intermediate Similarity NPD3617 Approved
0.7021 Intermediate Similarity NPD6903 Approved
0.7021 Intermediate Similarity NPD6672 Approved
0.7021 Intermediate Similarity NPD5737 Approved
0.701 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.701 Intermediate Similarity NPD7900 Approved
0.6989 Remote Similarity NPD4689 Approved
0.6989 Remote Similarity NPD4519 Discontinued
0.6989 Remote Similarity NPD5205 Approved
0.6989 Remote Similarity NPD3618 Phase 1
0.6989 Remote Similarity NPD4138 Approved
0.6989 Remote Similarity NPD4623 Approved
0.6989 Remote Similarity NPD4690 Approved
0.6989 Remote Similarity NPD4693 Phase 3
0.6989 Remote Similarity NPD4688 Approved
0.6979 Remote Similarity NPD5284 Approved
0.6979 Remote Similarity NPD5281 Approved
0.697 Remote Similarity NPD6084 Phase 2
0.697 Remote Similarity NPD6083 Phase 2
0.6947 Remote Similarity NPD6673 Approved
0.6947 Remote Similarity NPD6080 Approved
0.6947 Remote Similarity NPD5328 Approved
0.6947 Remote Similarity NPD6904 Approved
0.6842 Remote Similarity NPD5208 Approved
0.6809 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6809 Remote Similarity NPD5690 Phase 2
0.6809 Remote Similarity NPD5280 Approved
0.6809 Remote Similarity NPD4694 Approved
0.6804 Remote Similarity NPD8035 Phase 2
0.6804 Remote Similarity NPD6079 Approved
0.6804 Remote Similarity NPD8034 Phase 2
0.6778 Remote Similarity NPD7645 Phase 2
0.6774 Remote Similarity NPD3668 Phase 3
0.6771 Remote Similarity NPD4753 Phase 2
0.6768 Remote Similarity NPD5695 Phase 3
0.6747 Remote Similarity NPD4224 Phase 2
0.6744 Remote Similarity NPD4243 Approved
0.6739 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6733 Remote Similarity NPD5696 Approved
0.6706 Remote Similarity NPD4137 Phase 3
0.6667 Remote Similarity NPD4788 Approved
0.6633 Remote Similarity NPD5693 Phase 1
0.6633 Remote Similarity NPD6411 Approved
0.6633 Remote Similarity NPD6050 Approved
0.6632 Remote Similarity NPD5279 Phase 3
0.663 Remote Similarity NPD4139 Approved
0.663 Remote Similarity NPD857 Phase 3
0.663 Remote Similarity NPD4692 Approved
0.6628 Remote Similarity NPD4747 Approved
0.6628 Remote Similarity NPD4691 Approved
0.66 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6593 Remote Similarity NPD4195 Approved
0.6591 Remote Similarity NPD4784 Approved
0.6591 Remote Similarity NPD4785 Approved
0.6588 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6571 Remote Similarity NPD7812 Clinical (unspecified phase)
0.6569 Remote Similarity NPD7638 Approved
0.6566 Remote Similarity NPD4202 Approved
0.6552 Remote Similarity NPD6081 Approved
0.6531 Remote Similarity NPD5207 Approved
0.6531 Remote Similarity NPD5692 Phase 3
0.6517 Remote Similarity NPD7339 Approved
0.6517 Remote Similarity NPD6942 Approved
0.6509 Remote Similarity NPD6402 Approved
0.6509 Remote Similarity NPD7128 Approved
0.6509 Remote Similarity NPD5739 Approved
0.6509 Remote Similarity NPD6675 Approved
0.6505 Remote Similarity NPD7639 Approved
0.6505 Remote Similarity NPD7640 Approved
0.65 Remote Similarity NPD6001 Approved
0.6465 Remote Similarity NPD5694 Approved
0.6444 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6436 Remote Similarity NPD4629 Approved
0.6436 Remote Similarity NPD5210 Approved
0.6429 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6101 Approved
0.6404 Remote Similarity NPD5733 Approved
0.6404 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6404 Remote Similarity NPD4058 Approved
0.6389 Remote Similarity NPD7320 Approved
0.6389 Remote Similarity NPD6899 Approved
0.6389 Remote Similarity NPD6881 Approved
0.6373 Remote Similarity NPD5221 Approved
0.6373 Remote Similarity NPD5222 Approved
0.6373 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6373 Remote Similarity NPD4697 Phase 3
0.6373 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6353 Remote Similarity NPD7331 Phase 2
0.6344 Remote Similarity NPD7525 Registered
0.6337 Remote Similarity NPD5707 Approved
0.6333 Remote Similarity NPD5275 Approved
0.6333 Remote Similarity NPD4190 Phase 3
0.6333 Remote Similarity NPD8039 Approved
0.633 Remote Similarity NPD6373 Approved
0.633 Remote Similarity NPD6372 Approved
0.6325 Remote Similarity NPD7604 Phase 2
0.6311 Remote Similarity NPD5173 Approved
0.6311 Remote Similarity NPD4755 Approved
0.6296 Remote Similarity NPD5697 Approved
0.6296 Remote Similarity NPD6412 Phase 2
0.6296 Remote Similarity NPD5701 Approved
0.6273 Remote Similarity NPD7102 Approved
0.6273 Remote Similarity NPD6883 Approved
0.6273 Remote Similarity NPD7290 Approved
0.6264 Remote Similarity NPD6117 Approved
0.6239 Remote Similarity NPD6011 Approved
0.6238 Remote Similarity NPD5133 Approved
0.6235 Remote Similarity NPD7341 Phase 2
0.6222 Remote Similarity NPD4687 Approved
0.6216 Remote Similarity NPD6649 Approved
0.6216 Remote Similarity NPD6869 Approved
0.6216 Remote Similarity NPD6847 Approved
0.6216 Remote Similarity NPD6650 Approved
0.6216 Remote Similarity NPD6617 Approved
0.6216 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6216 Remote Similarity NPD8130 Phase 1
0.6207 Remote Similarity NPD5360 Phase 3
0.6207 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6203 Remote Similarity NPD4266 Approved
0.6203 Remote Similarity NPD3195 Phase 2
0.6203 Remote Similarity NPD3196 Approved
0.6203 Remote Similarity NPD3194 Approved
0.6196 Remote Similarity NPD6116 Phase 1
0.619 Remote Similarity NPD4700 Approved
0.619 Remote Similarity NPD5285 Approved
0.619 Remote Similarity NPD5286 Approved
0.619 Remote Similarity NPD4696 Approved
0.6182 Remote Similarity NPD6013 Approved
0.6182 Remote Similarity NPD6014 Approved
0.6182 Remote Similarity NPD6012 Approved
0.618 Remote Similarity NPD5276 Approved
0.6168 Remote Similarity NPD6052 Approved
0.6162 Remote Similarity NPD4518 Approved
0.6162 Remote Similarity NPD4723 Approved
0.6162 Remote Similarity NPD4722 Approved
0.6161 Remote Similarity NPD8297 Approved
0.6161 Remote Similarity NPD6882 Approved
0.6154 Remote Similarity NPD6909 Approved
0.6154 Remote Similarity NPD6908 Approved
0.6146 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6132 Remote Similarity NPD5223 Approved
0.6129 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6129 Remote Similarity NPD6118 Approved
0.6129 Remote Similarity NPD6115 Approved
0.6129 Remote Similarity NPD6697 Approved
0.6129 Remote Similarity NPD6114 Approved
0.6117 Remote Similarity NPD5654 Approved
0.61 Remote Similarity NPD6051 Approved
0.6091 Remote Similarity NPD6686 Approved
0.6087 Remote Similarity NPD7115 Discovery
0.6078 Remote Similarity NPD5779 Approved
0.6078 Remote Similarity NPD5778 Approved
0.6076 Remote Similarity NPD3172 Approved
0.6075 Remote Similarity NPD5091 Approved
0.6075 Remote Similarity NPD4633 Approved
0.6075 Remote Similarity NPD5211 Phase 2
0.6075 Remote Similarity NPD5225 Approved
0.6075 Remote Similarity NPD5224 Approved
0.6075 Remote Similarity NPD5226 Approved
0.6067 Remote Similarity NPD4789 Approved
0.6067 Remote Similarity NPD4245 Approved
0.6067 Remote Similarity NPD4244 Approved
0.6044 Remote Similarity NPD6926 Approved
0.6044 Remote Similarity NPD6924 Approved
0.6036 Remote Similarity NPD8132 Clinical (unspecified phase)
0.602 Remote Similarity NPD1694 Approved
0.6019 Remote Similarity NPD5174 Approved
0.6019 Remote Similarity NPD4754 Approved
0.6019 Remote Similarity NPD5175 Approved
0.6 Remote Similarity NPD4809 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44562528
ChEMBL   CHEMBL486853
ZINC  

Physicochemical Properties

Molecular Weight:  451.35
ALogP:  2.5917
MLogP:  4.43
XLogP:  9.185
# Rotatable Bonds:  11
Polar Surface Area:  61.09
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  33

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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